# Electronic Supplementary Material (ESI) for Green Chemistry.
# This journal is © The Royal Society of Chemistry 2023

####################################################################### 
# 
# 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_mo_VD119BNZX_0m_a
_database_code_depnum_ccdc_archive 'CCDC 2291158'
loop_
_audit_author_name
_audit_author_address
'Vaishaly Duhan'
;Shiv Nadar IoE
India
;
_audit_update_record             
;
2023-09-28 deposited with the CCDC.	2023-12-08 downloaded from the CCDC.
;
# start Validation Reply Form
_vrf_EXPT005_mo_VD119BNZX_0m_a   
;
PROBLEM: _exptl_crystal_description is missing
RESPONSE: Crystal colour: pale white, Crystal dimensions:0.41x0.42x0.35 mm^3, Crystal Shape:Block
;
_vrf_PLAT699_mo_VD119BNZX_0m_a   
;
PROBLEM: Missing _exptl_crystal_description Value .......     Please Do !
RESPONSE:  colour: pale white, Crystal dimensions:0.41x0.42x0.35 mm^3, Crystal Shape:Block
;
# Added during the CSD deposition process: Thursday 28 September 2023 02:34 AM
# end Validation Reply Form

_audit_creation_date             2023-09-28
_audit_creation_method           
;
Olex2 1.5-alpha
(compiled 2023.08.24 svn.re1ec1418 for OlexSys, GUI svn.r6817)
;
_chemical_formula_moiety         'C21 H21 N O5'
_chemical_formula_sum            'C21 H21 N O5'
_chemical_formula_weight         367.405
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 0.00313 0.00162 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)'
'Brennan, Cowan, Rev. Sci. Instrum., 1992, 63, 850'
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)'
'Brennan, Cowan, Rev. Sci. Instrum., 1992, 63, 850'
N 0.00612 0.00332 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)'
'Brennan, Cowan, Rev. Sci. Instrum., 1992, 63, 850'
O 0.01085 0.00610 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)'
'Brennan, Cowan, Rev. Sci. Instrum., 1992, 63, 850'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 x,y,z
2 -x,-y,-z

_symmetry_Int_Tables_number      2
_cell_length_a                   7.9414(6)
_cell_length_b                   9.2292(7)
_cell_length_c                   13.4539(11)
_cell_angle_alpha                71.148(3)
_cell_angle_beta                 82.961(3)
_cell_angle_gamma                81.232(3)
_cell_volume                     919.44(13)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    9937
_cell_measurement_temperature    289(2)
_cell_measurement_theta_max      31.47
_cell_measurement_theta_min      2.40
_exptl_absorpt_coefficient_mu    0.095
_exptl_absorpt_correction_T_max  0.7454
_exptl_absorpt_correction_T_min  0.5623
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   'SADABS 2014/5'
_exptl_crystal_density_diffrn    1.327
_exptl_crystal_F_000             388.273
_diffrn_reflns_av_R_equivalents  0.0419
_diffrn_reflns_av_unetI/netI     0.0381
_diffrn_reflns_Laue_measured_fraction_full 0.9880
_diffrn_reflns_Laue_measured_fraction_max 0.9864
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            16262
_diffrn_reflns_point_group_measured_fraction_full 0.9880
_diffrn_reflns_point_group_measured_fraction_max 0.9864
_diffrn_reflns_theta_full        25.2417
_diffrn_reflns_theta_max         26.39
_diffrn_reflns_theta_min         2.40
_diffrn_ambient_temperature      289.27
_diffrn_measured_fraction_theta_full 0.9880
_diffrn_measured_fraction_theta_max 0.9864
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_source_current           1.0
_diffrn_source_power             0.05
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.0
_reflns_limit_h_max              9
_reflns_limit_h_min              -9
_reflns_limit_k_max              11
_reflns_limit_k_min              -10
_reflns_limit_l_max              16
_reflns_limit_l_min              0
_reflns_number_gt                2908
_reflns_number_total             3710
_reflns_threshold_expression     I>=2u(I)
_computing_cell_refinement       'SAINT V8.35A (?, 2016)'
_computing_data_reduction        'SAINT V8.35A (?, 2016)'
_computing_molecular_graphics    'Olex2 1.5-alpha (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5-alpha (Dolomanov et al., 2009)'
_computing_structure_refinement  'olex2.refine 1.5-alpha (Bourhis et al., 2015)'
_computing_structure_solution    'SHELXT 2014/4 (Sheldrick, 2014)'
_refine_diff_density_max         0.1830
_refine_diff_density_min         -0.1980
_refine_diff_density_rms         0.0367
_refine_ls_d_res_high            0.7994
_refine_ls_d_res_low             8.4919
_refine_ls_extinction_coef       0.093(18)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_goodness_of_fit_ref   1.0890
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_constraints    36
_refine_ls_number_parameters     248
_refine_ls_number_reflns         3710
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0614
_refine_ls_R_factor_gt           0.0480
_refine_ls_restrained_S_all      1.0890
_refine_ls_shift/su_max          0.0008
_refine_ls_shift/su_mean         0.0002
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0565P)²+0.1954P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1248
_refine_ls_wR_factor_ref         0.1397
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H) groups
2.a Ternary CH refined with riding coordinates:
 C8(H8)
2.b Secondary CH2 refined with riding coordinates:
 C7(H7a,H7b), C6(H6a,H6b)
2.c Aromatic/amide H refined with riding coordinates:
 C19(H19), C17(H17), C18(H18), C11(H11), C4(H4a), C12(H12), C13(H13), C2(H2),
 C3(H3)
2.d Idealised Me refined as rotating group:
 C20(H20a,H20b,H20c), C00R(H00a,H00b,H00c)
2.e Idealised tetrahedral OH refined as rotating group:
 O4(H4)
;
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
O4 O 0.12975(16) 0.63624(13) 0.46601(8) 0.0547(3) Uani 1.000000 .
H4 H 0.179(3) 0.5480(10) 0.4818(2) 0.0820(5) Uiso 1.000000 GR
O2 O 0.26185(17) 0.35190(15) 0.26451(9) 0.0609(4) Uani 1.000000 .
O5 O 0.02928(17) 0.92878(14) 0.38877(11) 0.0652(4) Uani 1.000000 .
O3 O 0.28563(16) 0.24773(16) 0.65586(9) 0.0643(4) Uani 1.000000 .
N1 N 0.31841(17) 0.39021(15) 0.42447(10) 0.0458(3) Uani 1.000000 .
O1 O 0.3619(3) 0.27571(18) 0.09649(11) 0.0943(6) Uani 1.000000 .
C15 C 0.1207(2) 0.69223(19) 0.35974(12) 0.0476(4) Uani 1.000000 .
C14 C 0.1588(2) 0.5995(2) 0.29429(13) 0.0499(4) Uani 1.000000 .
C7 C 0.3401(2) 0.22323(19) 0.48190(13) 0.0550(4) Uani 1.000000 .
H7a H 0.2325(2) 0.18253(19) 0.48757(13) 0.0660(5) Uiso 1.000000 R
H7b H 0.4238(2) 0.17123(19) 0.44208(13) 0.0660(5) Uiso 1.000000 R
C6 C 0.4824(2) 0.4485(2) 0.37902(13) 0.0505(4) Uani 1.000000 .
H6a H 0.4692(2) 0.5595(2) 0.36401(13) 0.0606(5) Uiso 1.000000 R
H6b H 0.5673(2) 0.4039(2) 0.43000(13) 0.0606(5) Uiso 1.000000 R
C16 C 0.0678(2) 0.8502(2) 0.31664(14) 0.0557(4) Uani 1.000000 .
C8 C 0.2010(2) 0.4265(2) 0.34307(12) 0.0500(4) Uani 1.000000 .
H8 H 0.0942(2) 0.3860(2) 0.37719(12) 0.0600(5) Uiso 1.000000 R
C10 C 0.3963(2) 0.18995(18) 0.58852(13) 0.0494(4) Uani 1.000000 .
C9 C 0.4306(3) 0.36410(19) 0.22841(13) 0.0559(5) Uani 1.000000 .
C5 C 0.5440(2) 0.40951(19) 0.27922(13) 0.0544(4) Uani 1.000000 .
C19 C 0.1446(2) 0.6664(2) 0.18654(14) 0.0634(5) Uani 1.000000 .
H19 H 0.1688(2) 0.6053(2) 0.14229(14) 0.0761(6) Uiso 1.000000 R
C17 C 0.0562(3) 0.9142(2) 0.20968(16) 0.0680(5) Uani 1.000000 .
H17 H 0.0221(3) 1.0191(2) 0.18091(16) 0.0816(6) Uiso 1.000000 R
C18 C 0.0955(3) 0.8212(3) 0.14504(16) 0.0731(6) Uani 1.000000 .
H18 H 0.0884(3) 0.8646(3) 0.07272(16) 0.0877(7) Uiso 1.000000 R
C20 C -0.0513(3) 1.0837(2) 0.35209(19) 0.0788(6) Uani 1.000000 .
H20a H 0.0245(9) 1.1457(5) 0.3002(10) 0.1181(10) Uiso 1.000000 GR
H20b H -0.1546(12) 1.0851(3) 0.3213(13) 0.1181(10) Uiso 1.000000 GR
H20c H -0.078(2) 1.1244(7) 0.4102(3) 0.1181(10) Uiso 1.000000 GR
C11 C 0.5312(3) 0.1067(2) 0.63992(19) 0.0715(6) Uani 1.000000 .
H11 H 0.6261(3) 0.0558(2) 0.61211(19) 0.0858(7) Uiso 1.000000 R
C4 C 0.7131(3) 0.4185(2) 0.23665(17) 0.0732(6) Uani 1.000000 .
H4a H 0.7901(3) 0.4498(2) 0.27009(17) 0.0878(7) Uiso 1.000000 R
C12 C 0.5004(3) 0.1116(3) 0.74527(17) 0.0796(7) Uani 1.000000 .
H12 H 0.5713(3) 0.0639(3) 0.79974(17) 0.0955(8) Uiso 1.000000 R
C1 C 0.4859(3) 0.3225(2) 0.13718(14) 0.0736(6) Uani 1.000000 .
C13 C 0.3532(3) 0.1960(3) 0.75110(15) 0.0762(6) Uani 1.000000 .
H13 H 0.3023(3) 0.2175(3) 0.81162(15) 0.0915(7) Uiso 1.000000 R
C2 C 0.6546(4) 0.3333(3) 0.09716(18) 0.0937(9) Uani 1.000000 .
H2 H 0.6927(4) 0.3075(3) 0.03618(18) 0.1124(11) Uiso 1.000000 R
C3 C 0.7661(4) 0.3819(3) 0.1469(2) 0.0941(8) Uani 1.000000 .
H3 H 0.8786(4) 0.3898(3) 0.1189(2) 0.1129(10) Uiso 1.000000 R
C00R C 0.4085(6) 0.2300(3) 0.00412(18) 0.1284(13) Uani 1.000000 .
H00a H 0.448(4) 0.3152(11) -0.0522(7) 0.193(2) Uiso 1.000000 GR
H00b H 0.498(3) 0.145(2) 0.0182(7) 0.193(2) Uiso 1.000000 GR
H00c H 0.3109(11) 0.199(3) -0.0157(13) 0.193(2) Uiso 1.000000 GR


loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O4 H4 0.8200 . ?
O4 C15 1.3612(19) . ?
O2 C8 1.4383(18) . ?
O2 C9 1.377(2) . ?
O5 C16 1.369(2) . ?
O5 C20 1.428(2) . ?
O3 C10 1.361(2) . ?
O3 C13 1.361(2) . ?
N1 C7 1.478(2) . ?
N1 C6 1.471(2) . ?
N1 C8 1.448(2) . ?
O1 C1 1.367(3) . ?
O1 C00R 1.427(2) . ?
C15 C14 1.393(2) . ?
C15 C16 1.402(2) . ?
C14 C8 1.519(2) . ?
C14 C19 1.391(2) . ?
C7 H7a 0.9700 . ?
C7 H7b 0.9700 . ?
C7 C10 1.477(2) . ?
C6 H6a 0.9700 . ?
C6 H6b 0.9700 . ?
C6 C5 1.506(2) . ?
C16 C17 1.377(3) . ?
C8 H8 0.9800 . ?
C10 C11 1.343(3) . ?
C9 C5 1.380(3) . ?
C9 C1 1.403(2) . ?
C5 C4 1.398(3) . ?
C19 H19 0.9300 . ?
C19 C18 1.369(3) . ?
C17 H17 0.9300 . ?
C17 C18 1.387(3) . ?
C18 H18 0.9300 . ?
C20 H20a 0.9600 . ?
C20 H20b 0.9600 . ?
C20 H20c 0.9600 . ?
C11 H11 0.9300 . ?
C11 C12 1.423(3) . ?
C4 H4a 0.9300 . ?
C4 C3 1.358(3) . ?
C12 H12 0.9300 . ?
C12 C13 1.311(3) . ?
C1 C2 1.387(4) . ?
C13 H13 0.9300 . ?
C2 H2 0.9300 . ?
C2 C3 1.377(4) . ?
C3 H3 0.9300 . ?
C00R H00a 0.9600 . ?
C00R H00b 0.9600 . ?
C00R H00c 0.9600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C15 O4 H4 109.5 . . ?
C9 O2 C8 114.39(12) . . ?
C20 O5 C16 117.11(15) . . ?
C13 O3 C10 107.10(16) . . ?
C6 N1 C7 112.12(13) . . ?
C8 N1 C7 111.32(12) . . ?
C8 N1 C6 110.19(12) . . ?
C00R O1 C1 117.8(2) . . ?
C14 C15 O4 122.94(15) . . ?
C16 C15 O4 117.19(14) . . ?
C16 C15 C14 119.86(15) . . ?
C8 C14 C15 119.22(14) . . ?
C19 C14 C15 119.05(17) . . ?
C19 C14 C8 121.55(15) . . ?
H7a C7 N1 109.15(9) . . ?
H7b C7 N1 109.15(8) . . ?
H7b C7 H7a 107.9 . . ?
C10 C7 N1 112.28(12) . . ?
C10 C7 H7a 109.15(9) . . ?
C10 C7 H7b 109.15(10) . . ?
H6a C6 N1 109.28(8) . . ?
H6b C6 N1 109.28(8) . . ?
H6b C6 H6a 107.9 . . ?
C5 C6 N1 111.72(13) . . ?
C5 C6 H6a 109.28(9) . . ?
C5 C6 H6b 109.28(9) . . ?
C15 C16 O5 114.69(15) . . ?
C17 C16 O5 125.22(17) . . ?
C17 C16 C15 120.09(17) . . ?
N1 C8 O2 112.11(13) . . ?
C14 C8 O2 111.77(13) . . ?
C14 C8 N1 111.52(12) . . ?
H8 C8 O2 107.03(8) . . ?
H8 C8 N1 107.03(8) . . ?
H8 C8 C14 107.03(9) . . ?
C7 C10 O3 115.74(15) . . ?
C11 C10 O3 109.04(16) . . ?
C11 C10 C7 135.11(18) . . ?
C5 C9 O2 123.20(14) . . ?
C1 C9 O2 116.36(18) . . ?
C1 C9 C5 120.40(19) . . ?
C9 C5 C6 119.23(15) . . ?
C4 C5 C6 121.61(18) . . ?
C4 C5 C9 119.17(18) . . ?
H19 C19 C14 119.69(11) . . ?
C18 C19 C14 120.63(18) . . ?
C18 C19 H19 119.69(12) . . ?
H17 C17 C16 120.17(12) . . ?
C18 C17 C16 119.65(19) . . ?
C18 C17 H17 120.17(12) . . ?
C17 C18 C19 120.71(18) . . ?
H18 C18 C19 119.65(12) . . ?
H18 C18 C17 119.65(12) . . ?
H20a C20 O5 109.5 . . ?
H20b C20 O5 109.5 . . ?
H20b C20 H20a 109.5 . . ?
H20c C20 O5 109.5 . . ?
H20c C20 H20a 109.5 . . ?
H20c C20 H20b 109.5 . . ?
H11 C11 C10 126.74(12) . . ?
C12 C11 C10 106.52(19) . . ?
C12 C11 H11 126.74(13) . . ?
H4a C4 C5 119.70(13) . . ?
C3 C4 C5 120.6(2) . . ?
C3 C4 H4a 119.70(17) . . ?
H12 C12 C11 126.46(13) . . ?
C13 C12 C11 107.08(18) . . ?
C13 C12 H12 126.46(13) . . ?
C9 C1 O1 114.4(2) . . ?
C2 C1 O1 126.9(2) . . ?
C2 C1 C9 118.7(2) . . ?
C12 C13 O3 110.3(2) . . ?
H13 C13 O3 124.87(13) . . ?
H13 C13 C12 124.87(13) . . ?
H2 C2 C1 119.72(16) . . ?
C3 C2 C1 120.6(2) . . ?
C3 C2 H2 119.72(13) . . ?
C2 C3 C4 120.5(2) . . ?
H3 C3 C4 119.75(17) . . ?
H3 C3 C2 119.75(13) . . ?
H00a C00R O1 109.5 . . ?
H00b C00R O1 109.5 . . ?
H00b C00R H00a 109.5 . . ?
H00c C00R O1 109.5 . . ?
H00c C00R H00a 109.5 . . ?
H00c C00R H00b 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
O4 C15 C14 C8 4.20(18) . . . . ?
O4 C15 C14 C19 179.46(16) . . . . ?
O4 C15 C16 O5 -0.82(16) . . . . ?
O4 C15 C16 C17 179.90(16) . . . . ?
O2 C8 N1 C7 -61.86(15) . . . . ?
O2 C8 N1 C6 63.19(14) . . . . ?
O2 C8 C14 C15 -171.24(13) . . . . ?
O2 C8 C14 C19 13.64(17) . . . . ?
O2 C9 C5 C6 -0.14(19) . . . . ?
O2 C9 C5 C4 179.98(17) . . . . ?
O2 C9 C1 O1 0.25(17) . . . . ?
O2 C9 C1 C2 179.70(17) . . . . ?
O5 C16 C15 C14 178.23(14) . . . . ?
O5 C16 C17 C18 -178.6(2) . . . . ?
O3 C10 C7 N1 62.80(15) . . . . ?
O3 C10 C11 C12 0.94(15) . . . . ?
O3 C13 C12 C11 -0.3(2) . . . . ?
N1 C7 C10 C11 -121.57(17) . . . . ?
N1 C6 C5 C9 16.15(17) . . . . ?
N1 C6 C5 C4 -163.97(14) . . . . ?
N1 C8 C14 C15 -44.86(15) . . . . ?
N1 C8 C14 C19 140.02(14) . . . . ?
O1 C1 C9 C5 178.24(15) . . . . ?
O1 C1 C2 C3 -179.7(2) . . . . ?
C15 C14 C19 C18 0.6(2) . . . . ?
C15 C16 C17 C18 0.6(2) . . . . ?
C14 C19 C18 C17 -1.0(2) . . . . ?
C7 C10 C11 C12 -174.9(2) . . . . ?
C6 C5 C9 C1 -177.98(16) . . . . ?
C6 C5 C4 C3 179.59(19) . . . . ?
C16 C17 C18 C19 0.5(2) . . . . ?
C10 C11 C12 C13 -0.39(19) . . . . ?
C9 C5 C4 C3 -0.5(2) . . . . ?
C9 C1 C2 C3 0.9(2) . . . . ?
C5 C4 C3 C2 -0.9(2) . . . . ?
C4 C3 C2 C1 0.7(3) . . . . ?


_olex2_submission_special_instructions 'No special instructions were received'
_chemical_name_systematic        1,3-benozoxazine
_exptl_crystal_colour            'pale white'
_exptl_crystal_description       block
####################################################################### 
# 
# 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_mo_BL_VD_CHEM_119BNZX_HT_0m_a
_database_code_depnum_ccdc_archive 'CCDC 2291159'
loop_
_audit_author_name
_audit_author_address
'Vaishaly Duhan'
;Shiv Nadar IoE
India
;
_audit_update_record             
;
2023-08-28 deposited with the CCDC.	2023-12-08 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C21 H21 N O5'
_chemical_formula_sum            'C21 H21 N O5'
_chemical_formula_weight         367.39

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   7.9467(3)
_cell_length_b                   9.2458(4)
_cell_length_c                   13.4593(5)
_cell_angle_alpha                71.2010(10)
_cell_angle_beta                 83.031(2)
_cell_angle_gamma                81.265(2)
_cell_volume                     922.52(6)
_cell_formula_units_Z            2
_cell_measurement_temperature    313(2)
_cell_measurement_reflns_used    5444
_cell_measurement_theta_min      2.344
_cell_measurement_theta_max      30.311

_exptl_crystal_description       Block
_exptl_crystal_colour            Pale
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.323
_exptl_crystal_F_000             388
_exptl_transmission_factor_min   0.818
_exptl_transmission_factor_max   0.928
_exptl_crystal_size_max          0.450
_exptl_crystal_size_mid          0.420
_exptl_crystal_size_min          0.410
_exptl_absorpt_coefficient_mu    0.095
_shelx_estimated_absorpt_T_min   0.959
_shelx_estimated_absorpt_T_max   0.962
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      313(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker PHOTON100 CMOS'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            23676
_diffrn_reflns_av_unetI/netI     0.0767
_diffrn_reflns_av_R_equivalents  0.0730
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         2.344
_diffrn_reflns_theta_max         30.311
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.986
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.986
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.986
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             5444
_reflns_number_gt                2532
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1250P)²+0.2288P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_extinction_coef       0.152(19)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         5444
_refine_ls_number_parameters     248
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1834
_refine_ls_R_factor_gt           0.0747
_refine_ls_wR_factor_ref         0.2740
_refine_ls_wR_factor_gt          0.2045
_refine_ls_goodness_of_fit_ref   1.059
_refine_ls_restrained_S_all      1.059
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O001 O 0.8703(2) 0.3632(2) 0.53423(12) 0.0662(5) Uani 1 1 d . . . . .
H001 H 0.822651 0.451814 0.518212 0.099 Uiso 1 1 calc R U . . .
O002 O 0.7390(3) 0.6477(2) 0.73536(14) 0.0718(5) Uani 1 1 d . . . . .
O003 O 0.7145(2) 0.7518(2) 0.34419(14) 0.0770(6) Uani 1 1 d . . . . .
O004 O 0.9705(3) 0.0711(2) 0.61151(15) 0.0765(6) Uani 1 1 d . . . . .
N005 N 0.6819(3) 0.6090(2) 0.57585(14) 0.0576(5) Uani 1 1 d . . . . .
O1 O 0.6390(4) 0.7240(3) 0.90352(15) 0.1068(9) Uani 1 1 d . . . . .
C007 C 0.8417(3) 0.4000(3) 0.70598(18) 0.0610(6) Uani 1 1 d . . . . .
C008 C 0.8796(3) 0.3078(3) 0.64033(18) 0.0591(6) Uani 1 1 d . . . . .
C009 C 0.6047(3) 0.8098(3) 0.41185(19) 0.0608(6) Uani 1 1 d . . . . .
C00A C 0.5178(3) 0.5513(3) 0.62132(19) 0.0622(6) Uani 1 1 d . . . . .
H00A H 0.530708 0.440469 0.636540 0.075 Uiso 1 1 calc R U . . .
H00B H 0.433018 0.595651 0.570297 0.075 Uiso 1 1 calc R U . . .
C00B C 0.4566(3) 0.5908(3) 0.72071(19) 0.0655(6) Uani 1 1 d . . . . .
C00C C 0.5696(4) 0.6360(3) 0.77140(19) 0.0679(7) Uani 1 1 d . . . . .
C00D C 0.7992(3) 0.5731(3) 0.65711(18) 0.0612(6) Uani 1 1 d . . . . .
H00D H 0.905898 0.613528 0.622950 0.073 Uiso 1 1 calc R U . . .
C00E C 0.6609(4) 0.7759(3) 0.51795(19) 0.0666(6) Uani 1 1 d . . . . .
H00C H 0.577752 0.828163 0.557738 0.080 Uiso 1 1 calc R U . . .
H00E H 0.768749 0.815970 0.512328 0.080 Uiso 1 1 calc R U . . .
C00F C 0.9320(3) 0.1498(3) 0.6839(2) 0.0660(6) Uani 1 1 d . . . . .
C00G C 0.8558(4) 0.3334(4) 0.8136(2) 0.0745(7) Uani 1 1 d . . . . .
H00G H 0.832533 0.394435 0.857805 0.089 Uiso 1 1 calc R U . . .
C00H C 0.9433(4) 0.0862(4) 0.7904(2) 0.0791(8) Uani 1 1 d . . . . .
H00H H 0.977389 -0.018522 0.819120 0.095 Uiso 1 1 calc R U . . .
C00I C 0.5145(5) 0.6777(3) 0.8627(2) 0.0852(9) Uani 1 1 d . . . . .
C00J C 0.3462(7) 0.6674(4) 0.9028(3) 0.1089(14) Uani 1 1 d . . . . .
H00J H 0.308269 0.692831 0.963861 0.131 Uiso 1 1 calc R U . . .
C00K C 0.9039(4) 0.1784(4) 0.8551(2) 0.0855(9) Uani 1 1 d . . . . .
H00K H 0.910031 0.134904 0.927406 0.103 Uiso 1 1 calc R U . . .
C00L C 0.4694(4) 0.8933(3) 0.3608(3) 0.0833(9) Uani 1 1 d . . . . .
H00L H 0.374964 0.944325 0.388706 0.100 Uiso 1 1 calc R U . . .
C00M C 0.2878(4) 0.5819(4) 0.7631(3) 0.0847(9) Uani 1 1 d . . . . .
H00M H 0.211051 0.550058 0.729862 0.102 Uiso 1 1 calc R U . . .
C00N C 0.4994(5) 0.8882(4) 0.2550(3) 0.0922(10) Uani 1 1 d . . . . .
H00N H 0.428422 0.935616 0.200608 0.111 Uiso 1 1 calc R U . . .
C00O C 1.0511(5) -0.0831(3) 0.6484(3) 0.0909(9) Uani 1 1 d . . . . .
H00F H 1.153331 -0.084392 0.680216 0.136 Uiso 1 1 calc R U . . .
H00I H 1.079624 -0.123505 0.590280 0.136 Uiso 1 1 calc R U . . .
H00O H 0.974756 -0.145306 0.699465 0.136 Uiso 1 1 calc R U . . .
C00P C 0.6461(5) 0.8037(5) 0.2495(2) 0.0897(10) Uani 1 1 d . . . . .
H00P H 0.696620 0.782198 0.188995 0.108 Uiso 1 1 calc R U . . .
C00Q C 0.2348(6) 0.6195(5) 0.8524(3) 0.1095(13) Uani 1 1 d . . . . .
H00Q H 0.122039 0.612717 0.879901 0.131 Uiso 1 1 calc R U . . .
C00R C 0.5925(8) 0.7700(5) 0.9955(3) 0.145(2) Uani 1 1 d . . . . .
H00R H 0.505588 0.856699 0.980588 0.217 Uiso 1 1 calc R U . . .
H00S H 0.690887 0.798099 1.016539 0.217 Uiso 1 1 calc R U . . .
H00T H 0.549812 0.686280 1.051231 0.217 Uiso 1 1 calc R U . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O001 C008 1.360(3) . ?
O002 C00C 1.382(3) . ?
O002 C00D 1.435(3) . ?
O003 C00P 1.358(3) . ?
O003 C009 1.363(3) . ?
O004 C00F 1.374(3) . ?
O004 C00O 1.426(4) . ?
N005 C00D 1.447(3) . ?
N005 C00A 1.472(3) . ?
N005 C00E 1.481(3) . ?
O1 C00I 1.369(4) . ?
O1 C00R 1.424(4) . ?
C007 C008 1.393(3) . ?
C007 C00G 1.391(3) . ?
C007 C00D 1.523(4) . ?
C008 C00F 1.405(4) . ?
C009 C00L 1.346(4) . ?
C009 C00E 1.470(3) . ?
C00A C00B 1.504(3) . ?
C00B C00C 1.376(4) . ?
C00B C00M 1.396(4) . ?
C00C C00I 1.406(4) . ?
C00F C00H 1.372(4) . ?
C00G C00K 1.371(4) . ?
C00H C00K 1.383(4) . ?
C00I C00J 1.386(6) . ?
C00J C00Q 1.377(6) . ?
C00L C00N 1.429(5) . ?
C00M C00Q 1.359(5) . ?
C00N C00P 1.309(5) . ?

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
C00C O002 C00D 114.39(19) . . ?
C00P O003 C009 107.0(2) . . ?
C00F O004 C00O 116.9(2) . . ?
C00D N005 C00A 110.22(18) . . ?
C00D N005 C00E 111.25(18) . . ?
C00A N005 C00E 112.2(2) . . ?
C00I O1 C00R 117.7(4) . . ?
C008 C007 C00G 119.2(3) . . ?
C008 C007 C00D 119.1(2) . . ?
C00G C007 C00D 121.6(2) . . ?
O001 C008 C007 123.2(2) . . ?
O001 C008 C00F 117.3(2) . . ?
C007 C008 C00F 119.5(2) . . ?
C00L C009 O003 109.0(2) . . ?
C00L C009 C00E 135.1(3) . . ?
O003 C009 C00E 115.8(2) . . ?
N005 C00A C00B 111.7(2) . . ?
C00C C00B C00M 119.2(3) . . ?
C00C C00B C00A 119.3(2) . . ?
C00M C00B C00A 121.5(3) . . ?
C00B C00C O002 123.2(2) . . ?
C00B C00C C00I 120.4(3) . . ?
O002 C00C C00I 116.4(3) . . ?
O002 C00D N005 112.2(2) . . ?
O002 C00D C007 111.83(19) . . ?
N005 C00D C007 111.45(18) . . ?
C009 C00E N005 112.76(19) . . ?
C00H C00F O004 125.2(3) . . ?
C00H C00F C008 120.3(3) . . ?
O004 C00F C008 114.5(2) . . ?
C00K C00G C007 120.6(3) . . ?
C00F C00H C00K 119.8(3) . . ?
O1 C00I C00J 126.8(3) . . ?
O1 C00I C00C 114.3(3) . . ?
C00J C00I C00C 118.9(4) . . ?
C00I C00J C00Q 120.2(3) . . ?
C00G C00K C00H 120.7(3) . . ?
C009 C00L C00N 106.4(3) . . ?
C00Q C00M C00B 120.6(4) . . ?
C00P C00N C00L 106.8(3) . . ?
C00N C00P O003 110.8(3) . . ?
C00M C00Q C00J 120.7(4) . . ?

_refine_diff_density_max         0.268
_refine_diff_density_min         -0.257
_refine_diff_density_rms         0.052



_exptl_crystal_recrystallization_method 'Re-crystallisation from solvent'
####################################################################### 
# 
# 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_mo_BL_VD_CHEM_70DEG_0m_a
_database_code_depnum_ccdc_archive 'CCDC 2291694'
loop_
_audit_author_name
_audit_author_address
'Vaishaly Duhan'
;Shiv Nadar IoE
India
;
_audit_update_record             
;
2023-08-29 deposited with the CCDC.	2023-12-08 downloaded from the CCDC.
;
_audit_creation_date             2023-08-29
_audit_creation_method           
;
Olex2 1.5
(compiled 2023.03.06 svn.rbb2c1857 for OlexSys, GUI svn.r6748)
;
_chemical_formula_moiety         'C21 H21 N O5'
_chemical_formula_sum            'C21 H21 N O5'
_chemical_formula_weight         367.405
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 0.00347 0.00161 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 0.00653 0.00323 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 0.01158 0.00611 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      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 x,y,z
2 -x,-y,-z

_symmetry_Int_Tables_number      2
_cell_length_a                   7.9501(4)
_cell_length_b                   9.2801(6)
_cell_length_c                   13.4663(8)
_cell_angle_alpha                71.289(2)
_cell_angle_beta                 83.005(2)
_cell_angle_gamma                81.107(2)
_cell_volume                     926.92(10)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    9914
_cell_measurement_temperature    343.00
_cell_measurement_theta_max      25.88
_cell_measurement_theta_min      2.33
_exptl_absorpt_coefficient_mu    0.094
_exptl_absorpt_correction_T_max  0.7453
_exptl_absorpt_correction_T_min  0.7023
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1220 before and 0.0679 after correction.
The Ratio of minimum to maximum transmission is 0.9423.
The λ/2 correction factor is Not present.
;
_exptl_crystal_colour            white
_exptl_crystal_colour_primary    white
_exptl_crystal_density_diffrn    1.316
_exptl_crystal_description       block
_exptl_crystal_F_000             388.273
_exptl_crystal_size_max          0.28
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.09
_diffrn_reflns_av_R_equivalents  0.0655
_diffrn_reflns_av_unetI/netI     0.0436
_diffrn_reflns_Laue_measured_fraction_full 0.9991
_diffrn_reflns_Laue_measured_fraction_max 0.9975
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            31183
_diffrn_reflns_point_group_measured_fraction_full 0.9991
_diffrn_reflns_point_group_measured_fraction_max 0.9975
_diffrn_reflns_theta_full        25.2417
_diffrn_reflns_theta_max         26.00
_diffrn_reflns_theta_min         2.33
_diffrn_ambient_temperature      343.00
_diffrn_measured_fraction_theta_full 0.9991
_diffrn_measured_fraction_theta_max 0.9975
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_source_current           1.0
_diffrn_source_power             0.05
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.0
_reflns_limit_h_max              9
_reflns_limit_h_min              -9
_reflns_limit_k_max              11
_reflns_limit_k_min              -10
_reflns_limit_l_max              16
_reflns_limit_l_min              0
_reflns_number_gt                2112
_reflns_number_total             3636
_reflns_threshold_expression     I>=2u(I)
_computing_cell_refinement       'SAINT V8.40B (?, 2016)'
_computing_data_reduction        'SAINT V8.40B (?, 2016)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'olex2.refine 1.5 (Bourhis et al., 2015)'
_refine_diff_density_max         0.5383
_refine_diff_density_min         -0.3325
_refine_diff_density_rms         0.0955
_refine_ls_d_res_high            0.8107
_refine_ls_d_res_low             8.7230
_refine_ls_extinction_coef       0.07(3)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_goodness_of_fit_ref   1.4868
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_constraints    36
_refine_ls_number_parameters     248
_refine_ls_number_reflns         3636
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1485
_refine_ls_R_factor_gt           0.0932
_refine_ls_restrained_S_all      1.4868
_refine_ls_shift/su_max          -0.0006
_refine_ls_shift/su_mean         0.0001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.2P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2818
_refine_ls_wR_factor_ref         0.3861
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H) groups
2.a Ternary CH refined with riding coordinates:
 C00A(H00A)
2.b Secondary CH2 refined with riding coordinates:
 C00B(H00b,H00c), C00F(H00d,H00e)
2.c Aromatic/amide H refined with riding coordinates:
 C00I(H00I), C00H(H00H), C00G(H00G), C00J(H00J), C00Q(H00Q), C00M(H00M),
 C00L(H00L), C00O(H00O), C00P(H00P)
2.d Idealised Me refined as rotating group:
 C00N(H00f,H00k,H00n), C00R(H00r,H00s,H00t)
2.e Idealised tetrahedral OH refined as rotating group:
 O001(H001)
;
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
O001 O 0.1293(3) 0.6370(3) 0.46527(18) 0.0811(8) Uani 1.000000 .
O002 O 0.2587(4) 0.3536(3) 0.2639(2) 0.0875(8) Uani 1.000000 .
O003 O 0.2860(3) 0.2496(4) 0.6551(2) 0.0940(9) Uani 1.000000 .
O004 O 0.0300(4) 0.9282(3) 0.3884(2) 0.0937(9) Uani 1.000000 .
N005 N 0.3174(3) 0.3914(3) 0.4234(2) 0.0724(8) Uani 1.000000 .
O006 O 0.3593(6) 0.2770(4) 0.0964(2) 0.1290(14) Uani 1.000000 .
C007 C 0.1585(4) 0.6008(4) 0.2939(3) 0.0761(10) Uani 1.000000 .
C008 C 0.1198(4) 0.6918(4) 0.3595(3) 0.0745(9) Uani 1.000000 .
C009 C 0.3933(4) 0.1908(4) 0.5874(3) 0.0752(9) Uani 1.000000 .
C00A C 0.1992(4) 0.4289(4) 0.3427(3) 0.0748(10) Uani 1.000000 .
C00B C 0.4810(4) 0.4482(4) 0.3783(3) 0.0770(10) Uani 1.000000 .
C00C C 0.0679(4) 0.8501(5) 0.3162(3) 0.0829(10) Uani 1.000000 .
C00D C 0.4286(5) 0.3649(4) 0.2289(3) 0.0835(11) Uani 1.000000 .
C00E C 0.5411(4) 0.4086(4) 0.2791(3) 0.0799(10) Uani 1.000000 .
C00F C 0.3370(5) 0.2254(4) 0.4812(3) 0.0835(10) Uani 1.000000 .
C00G C 0.1439(5) 0.6665(5) 0.1863(3) 0.0894(11) Uani 1.000000 .
C00H C 0.0976(6) 0.8203(6) 0.1453(3) 0.1002(13) Uani 1.000000 .
C00I C 0.0584(5) 0.9142(6) 0.2088(4) 0.0970(13) Uani 1.000000 .
C00J C 0.6526(10) 0.3306(6) 0.0981(4) 0.127(2) Uani 1.000000 .
C00K C 0.4821(8) 0.3224(5) 0.1372(3) 0.1068(16) Uani 1.000000 .
C00L C 0.5289(6) 0.1078(5) 0.6388(5) 0.1077(15) Uani 1.000000 .
C00M C 0.7102(5) 0.4156(5) 0.2365(4) 0.1054(15) Uani 1.000000 .
C00N C -0.0500(6) 1.0825(5) 0.3517(4) 0.1090(14) Uani 1.000000 .
C00O C 0.4991(7) 0.1140(6) 0.7438(4) 0.1110(16) Uani 1.000000 .
C00P C 0.3544(7) 0.1976(7) 0.7502(3) 0.1113(16) Uani 1.000000 .
C00Q C 0.7612(8) 0.3790(7) 0.1476(5) 0.127(2) Uani 1.000000 .
C00R C 0.4028(15) 0.2309(8) 0.0040(4) 0.171(3) Uani 1.000000 .
H00I H 0.0262(5) 1.0188(6) 0.1797(4) 0.1165(15) Uiso 1.000000 R
H00H H 0.0922(6) 0.8632(6) 0.0730(3) 0.1203(16) Uiso 1.000000 R
H00G H 0.1659(5) 0.6054(5) 0.1422(3) 0.1073(14) Uiso 1.000000 R
H00J H 0.6918(10) 0.3029(6) 0.0380(4) 0.153(3) Uiso 1.000000 R
H00Q H 0.8734(8) 0.3871(7) 0.1195(5) 0.153(3) Uiso 1.000000 R
H00M H 0.7880(5) 0.4458(5) 0.2699(4) 0.1265(18) Uiso 1.000000 R
H00A H 0.0923(4) 0.3897(4) 0.3769(3) 0.0898(11) Uiso 1.000000 R
H00b H 0.4684(4) 0.5586(4) 0.3633(3) 0.0924(11) Uiso 1.000000 R
H00c H 0.5660(4) 0.4036(4) 0.4292(3) 0.0924(11) Uiso 1.000000 R
H00d H 0.2286(5) 0.1866(4) 0.4867(3) 0.1002(12) Uiso 1.000000 R
H00e H 0.4196(5) 0.1725(4) 0.4415(3) 0.1002(12) Uiso 1.000000 R
H00L H 0.6233(6) 0.0565(5) 0.6111(5) 0.1292(18) Uiso 1.000000 R
H00f H 0.030(2) 1.1455(12) 0.305(3) 0.164(2) Uiso 1.000000 GR
H00k H -0.147(4) 1.0856(9) 0.315(3) 0.164(2) Uiso 1.000000 GR
H00n H -0.086(6) 1.1201(19) 0.4105(6) 0.164(2) Uiso 1.000000 GR
H00O H 0.5706(7) 0.0666(6) 0.7979(4) 0.133(2) Uiso 1.000000 R
H00P H 0.3043(7) 0.2192(7) 0.8108(3) 0.1336(19) Uiso 1.000000 R
H00r H 0.451(11) 0.312(4) -0.051(2) 0.257(5) Uiso 1.000000 GR
H00s H 0.485(9) 0.141(6) 0.019(2) 0.257(5) Uiso 1.000000 GR
H00t H 0.302(2) 0.209(10) -0.018(4) 0.257(5) Uiso 1.000000 GR
H001 H 0.178(7) 0.549(2) 0.4812(5) 0.1216(12) Uiso 1.000000 GR


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 C008 1.357(4) . ?
O001 H001 0.8200 . ?
O002 C00A 1.444(4) . ?
O002 C00D 1.385(5) . ?
O003 C009 1.357(4) . ?
O003 C00P 1.364(5) . ?
O004 C00C 1.369(5) . ?
O004 C00N 1.428(5) . ?
N005 C00A 1.445(5) . ?
N005 C00B 1.467(4) . ?
N005 C00F 1.480(5) . ?
O006 C00K 1.356(8) . ?
O006 C00R 1.428(6) . ?
C007 C008 1.386(5) . ?
C007 C00A 1.517(6) . ?
C007 C00G 1.391(5) . ?
C008 C00C 1.411(6) . ?
C009 C00F 1.471(5) . ?
C009 C00L 1.348(6) . ?
C00A H00A 0.9800 . ?
C00B C00E 1.502(5) . ?
C00B H00b 0.9700 . ?
C00B H00c 0.9700 . ?
C00C C00I 1.383(6) . ?
C00D C00E 1.362(6) . ?
C00D C00K 1.412(5) . ?
C00E C00M 1.399(5) . ?
C00F H00d 0.9700 . ?
C00F H00e 0.9700 . ?
C00G C00H 1.363(7) . ?
C00G H00G 0.9300 . ?
C00H C00I 1.384(7) . ?
C00H H00H 0.9300 . ?
C00I H00I 0.9300 . ?
C00J C00K 1.398(9) . ?
C00J C00Q 1.359(10) . ?
C00J H00J 0.9300 . ?
C00L C00O 1.423(8) . ?
C00L H00L 0.9300 . ?
C00M C00Q 1.346(8) . ?
C00M H00M 0.9300 . ?
C00N H00f 0.9600 . ?
C00N H00k 0.9600 . ?
C00N H00n 0.9600 . ?
C00O C00P 1.295(8) . ?
C00O H00O 0.9300 . ?
C00P H00P 0.9300 . ?
C00Q H00Q 0.9300 . ?
C00R H00r 0.9600 . ?
C00R H00s 0.9600 . ?
C00R H00t 0.9600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
H001 O001 C008 109.5 . . ?
C00D O002 C00A 113.5(3) . . ?
C00P O003 C009 107.6(4) . . ?
C00N O004 C00C 117.0(3) . . ?
C00B N005 C00A 110.4(3) . . ?
C00F N005 C00A 111.5(3) . . ?
C00F N005 C00B 112.6(3) . . ?
C00R O006 C00K 118.9(6) . . ?
C00A C007 C008 118.8(3) . . ?
C00G C007 C008 119.6(4) . . ?
C00G C007 C00A 121.4(3) . . ?
C007 C008 O001 123.4(3) . . ?
C00C C008 O001 117.0(3) . . ?
C00C C008 C007 119.5(3) . . ?
C00F C009 O003 116.3(3) . . ?
C00L C009 O003 108.2(4) . . ?
C00L C009 C00F 135.4(4) . . ?
N005 C00A O002 111.8(3) . . ?
C007 C00A O002 111.7(3) . . ?
C007 C00A N005 111.8(3) . . ?
H00A C00A O002 107.06(16) . . ?
H00A C00A N005 107.06(16) . . ?
H00A C00A C007 107.06(16) . . ?
C00E C00B N005 111.3(3) . . ?
H00b C00B N005 109.37(18) . . ?
H00b C00B C00E 109.37(19) . . ?
H00c C00B N005 109.37(17) . . ?
H00c C00B C00E 109.37(19) . . ?
H00c C00B H00b 108.0 . . ?
C008 C00C O004 114.6(3) . . ?
C00I C00C O004 125.3(4) . . ?
C00I C00C C008 120.1(4) . . ?
C00E C00D O002 123.9(3) . . ?
C00K C00D O002 115.1(4) . . ?
C00K C00D C00E 120.9(4) . . ?
C00D C00E C00B 119.5(3) . . ?
C00M C00E C00B 121.6(4) . . ?
C00M C00E C00D 118.9(4) . . ?
C009 C00F N005 112.9(3) . . ?
H00d C00F N005 109.02(18) . . ?
H00d C00F C009 109.02(19) . . ?
H00e C00F N005 109.02(18) . . ?
H00e C00F C009 109.0(2) . . ?
H00e C00F H00d 107.8 . . ?
C00H C00G C007 120.2(4) . . ?
H00G C00G C007 119.9(2) . . ?
H00G C00G C00H 119.9(3) . . ?
C00I C00H C00G 121.6(4) . . ?
H00H C00H C00G 119.2(3) . . ?
H00H C00H C00I 119.2(3) . . ?
C00H C00I C00C 119.0(4) . . ?
H00I C00I C00C 120.5(3) . . ?
H00I C00I C00H 120.5(3) . . ?
C00Q C00J C00K 120.1(4) . . ?
H00J C00J C00K 119.9(4) . . ?
H00J C00J C00Q 119.9(3) . . ?
C00D C00K O006 115.3(5) . . ?
C00J C00K O006 126.8(5) . . ?
C00J C00K C00D 117.9(6) . . ?
C00O C00L C009 106.6(4) . . ?
H00L C00L C009 126.7(3) . . ?
H00L C00L C00O 126.7(3) . . ?
C00Q C00M C00E 120.5(6) . . ?
H00M C00M C00E 119.7(3) . . ?
H00M C00M C00Q 119.7(4) . . ?
H00f C00N O004 109.5 . . ?
H00k C00N O004 109.5 . . ?
H00k C00N H00f 109.5 . . ?
H00n C00N O004 109.5 . . ?
H00n C00N H00f 109.5 . . ?
H00n C00N H00k 109.5 . . ?
C00P C00O C00L 107.5(4) . . ?
H00O C00O C00L 126.3(3) . . ?
H00O C00O C00P 126.3(3) . . ?
C00O C00P O003 110.1(5) . . ?
H00P C00P O003 125.0(3) . . ?
H00P C00P C00O 125.0(3) . . ?
C00M C00Q C00J 121.5(5) . . ?
H00Q C00Q C00J 119.2(3) . . ?
H00Q C00Q C00M 119.2(4) . . ?
H00r C00R O006 109.5 . . ?
H00s C00R O006 109.5 . . ?
H00s C00R H00r 109.5 . . ?
H00t C00R O006 109.5 . . ?
H00t C00R H00r 109.5 . . ?
H00t C00R H00s 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 C008 C007 C00A 5.4(4) . . . . ?
O001 C008 C007 C00G 179.5(3) . . . . ?
O001 C008 C00C O004 -1.3(3) . . . . ?
O001 C008 C00C C00I 178.8(3) . . . . ?
O002 C00A N005 C00B 63.7(3) . . . . ?
O002 C00A N005 C00F -62.2(3) . . . . ?
O002 C00A C007 C008 -172.3(3) . . . . ?
O002 C00A C007 C00G 13.7(3) . . . . ?
O002 C00D C00E C00B -0.3(4) . . . . ?
O002 C00D C00E C00M 179.8(4) . . . . ?
O002 C00D C00K O006 0.2(4) . . . . ?
O002 C00D C00K C00J -179.7(4) . . . . ?
O003 C009 C00F N005 62.3(3) . . . . ?
O003 C009 C00L C00O 1.5(3) . . . . ?
O003 C00P C00O C00L -0.7(5) . . . . ?
O004 C00C C008 C007 178.9(3) . . . . ?
O004 C00C C00I C00H -178.8(4) . . . . ?
N005 C00A C007 C008 -46.1(3) . . . . ?
N005 C00A C007 C00G 139.9(3) . . . . ?
N005 C00B C00E C00D 16.4(4) . . . . ?
N005 C00B C00E C00M -163.8(3) . . . . ?
N005 C00F C009 C00L -120.2(4) . . . . ?
O006 C00K C00D C00E 178.2(4) . . . . ?
O006 C00K C00J C00Q 179.8(5) . . . . ?
C007 C008 C00C C00I -1.0(4) . . . . ?
C007 C00G C00H C00I -2.2(4) . . . . ?
C008 C00C C00I C00H 1.1(4) . . . . ?
C009 C00L C00O C00P -0.5(5) . . . . ?
C00B C00E C00D C00K -178.0(3) . . . . ?
C00B C00E C00M C00Q 179.8(4) . . . . ?
C00C C00I C00H C00G 0.5(5) . . . . ?
C00D C00E C00M C00Q -0.4(5) . . . . ?
C00D C00K C00J C00Q -0.3(5) . . . . ?
C00E C00M C00Q C00J -1.7(5) . . . . ?


_olex2_submission_special_instructions 'No special instructions were received'
