# Supplementary Information (SI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 2025

####################################################################### 
# 
# 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_l2
_audit_block_doi                 10.5517/ccdc.csd.cc2g3ngq
_database_code_depnum_ccdc_archive 'CCDC 2267633'
loop_
_audit_author_name
_audit_author_address
'Kajal Rajak'
;Jadavpur University
India
;
_audit_update_record             
;
2025-01-13 deposited with the CCDC.	2025-01-30 downloaded from the CCDC.
;
_audit_creation_date             2025-01-13
_audit_creation_method           
;
Olex2 1.5
(compiled 2024.02.16 svn.r378c4104 for OlexSys, GUI svn.r6928)
;
_chemical_name_common            'Napthalene hydrazide ligand'
_chemical_name_systematic        'Napthalene hydrazide ligand'
_chemical_formula_moiety         'C19 H24 N2 O2'
_chemical_formula_sum            'C19 H24 N2 O2'
_chemical_formula_weight         312.415
_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 0.00313 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      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                   4.9108(7)
_cell_length_b                   11.4224(14)
_cell_length_c                   30.400(4)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     1705.2(4)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    7437
_cell_measurement_temperature    273.15
_cell_measurement_theta_max      27.07
_cell_measurement_theta_min      2.23
_exptl_absorpt_coefficient_mu    0.079
_exptl_absorpt_correction_T_max  0.7455
_exptl_absorpt_correction_T_min  0.4882
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
'SADABS-2016/2 (Bruker,2016/2) was used for absorption correction'
_exptl_crystal_colour            'dark brown'
_exptl_crystal_density_diffrn    1.217
_exptl_crystal_description       needle
_exptl_crystal_F_000             672.406
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.1
_diffrn_reflns_av_R_equivalents  0.1223
_diffrn_reflns_av_unetI/netI     0.0826
_diffrn_reflns_Laue_measured_fraction_full 0.9969
_diffrn_reflns_Laue_measured_fraction_max 0.9969
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       38
_diffrn_reflns_limit_l_min       -39
_diffrn_reflns_number            30259
_diffrn_reflns_point_group_measured_fraction_full 0.9981
_diffrn_reflns_point_group_measured_fraction_max 0.9981
_diffrn_reflns_theta_full        22.2026
_diffrn_reflns_theta_max         22.20
_diffrn_reflns_theta_min         1.90
_diffrn_ambient_temperature      273.15
_diffrn_measured_fraction_theta_full 0.9969
_diffrn_measured_fraction_theta_max 0.9969
_diffrn_measurement_device_type  'Bruker SMART APEX2 area detector'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_reflns_Friedel_coverage         1.000
_reflns_limit_h_max              5
_reflns_limit_h_min              -5
_reflns_limit_k_max              12
_reflns_limit_k_min              -11
_reflns_limit_l_max              32
_reflns_limit_l_min              -31
_reflns_number_gt                1653
_reflns_number_total             2132
_reflns_threshold_expression     I>=2u(I)
_computing_cell_refinement       'SAINT V8.38A (?, 2016)'
_computing_data_collection       'SAINT V8.38A (?, 2016)'
_computing_data_reduction        'SAINT V8.38A (?, 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)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_refine_diff_density_max         0.2456
_refine_diff_density_min         -0.2064
_refine_diff_density_rms         0.0530
_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   -1.2(15)
_refine_ls_d_res_high            0.9404
_refine_ls_d_res_low             10.6925
_refine_ls_extinction_coef       0.045(5)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_goodness_of_fit_ref   1.0944
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_constraints    40
_refine_ls_number_parameters     212
_refine_ls_number_reflns         2132
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0734
_refine_ls_R_factor_gt           0.0483
_refine_ls_restrained_S_all      1.0944
_refine_ls_shift/su_max          -0.0007
_refine_ls_shift/su_mean         0.0001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0736P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1156
_refine_ls_wR_factor_ref         0.1373
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H) groups
2.a Ternary CH refined with riding coordinates:
 C9(H9)
2.b Secondary CH2 refined with riding coordinates:
 C1(H1a,H1b), C14(H14a,H14b), C15(H15a,H15b), C16(H16a,H16b)
2.c Aromatic/amide H refined with riding coordinates:
 N2(H2), C2(H2a), C20(H20), C5(H5), C10(H10), C11(H11), C12(H12), C13(H13)
2.d Idealised Me refined as rotating group:
 C17(H17a,H17b,H17c), C18(H18a,H18b,H18c)
2.e Idealised tetrahedral OH refined as rotating group:
 O1(H1)
;
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
O1 O 0.2408(6) 0.8500(2) 0.64635(8) 0.0657(8) Uani 1.000000 .
H1 H 0.274(7) 0.788(2) 0.6340(10) 0.0985(13) Uiso 1.000000 GR
O2 O 0.1262(6) 0.5345(3) 0.58790(8) 0.0669(8) Uani 1.000000 .
N1 N 0.4940(7) 0.6546(3) 0.63366(9) 0.0526(9) Uani 1.000000 .
N2 N 0.5665(6) 0.5685(2) 0.60402(9) 0.0499(8) Uani 1.000000 .
H2 H 0.7342(6) 0.5488(2) 0.60058(9) 0.0599(10) Uiso 1.000000 R
C19 C 0.6121(8) 0.7833(3) 0.69146(11) 0.0451(9) Uani 1.000000 .
C1 C 0.3577(9) 0.4838(4) 0.50034(11) 0.0651(12) Uani 1.000000 .
H1a H 0.4135(9) 0.4307(4) 0.47714(11) 0.0781(14) Uiso 1.000000 R
H1b H 0.1602(9) 0.4844(4) 0.50096(11) 0.0781(14) Uiso 1.000000 R
C2 C 0.8390(9) 0.9129(3) 0.79944(12) 0.0603(11) Uani 1.000000 .
H2a H 0.7966(9) 0.9764(3) 0.81733(12) 0.0724(14) Uiso 1.000000 R
C20 C 0.3557(9) 0.9609(3) 0.70795(12) 0.0563(10) Uani 1.000000 .
H20 H 0.2244(9) 1.0150(3) 0.69947(12) 0.0676(12) Uiso 1.000000 R
C4 C 0.7633(8) 0.8006(3) 0.73192(11) 0.0485(10) Uani 1.000000 .
C5 C 0.9701(9) 0.7234(3) 0.74642(13) 0.0564(11) Uani 1.000000 .
H5 H 1.0190(9) 0.6599(3) 0.72900(13) 0.0677(13) Uiso 1.000000 R
C6 C 0.3680(9) 0.5162(3) 0.58064(10) 0.0492(10) Uani 1.000000 .
C7 C 0.4056(8) 0.8618(3) 0.68176(11) 0.0513(10) Uani 1.000000 .
C8 C 0.7029(8) 0.8984(3) 0.75911(12) 0.0518(10) Uani 1.000000 .
C9 C 0.4610(8) 0.4358(3) 0.54426(10) 0.0526(10) Uani 1.000000 .
H9 H 0.6605(8) 0.4347(3) 0.54376(10) 0.0632(13) Uiso 1.000000 R
C10 C 0.6735(8) 0.6873(3) 0.66233(11) 0.0499(10) Uani 1.000000 .
H10 H 0.8405(8) 0.6492(3) 0.66411(11) 0.0599(12) Uiso 1.000000 R
C11 C 1.0994(9) 0.7412(4) 0.78587(13) 0.0628(12) Uani 1.000000 .
H11 H 1.2345(9) 0.6894(4) 0.79486(13) 0.0754(14) Uiso 1.000000 R
C12 C 0.4976(9) 0.9775(3) 0.74528(12) 0.0566(11) Uani 1.000000 .
H12 H 0.4598(9) 1.0427(3) 0.76252(12) 0.0679(13) Uiso 1.000000 R
C13 C 1.0318(9) 0.8351(4) 0.81251(13) 0.0650(12) Uani 1.000000 .
H13 H 1.1187(9) 0.8450(4) 0.83944(13) 0.0780(14) Uiso 1.000000 R
C14 C 0.3574(9) 0.3113(3) 0.55244(12) 0.0605(11) Uani 1.000000 .
H14a H 0.1612(9) 0.3138(3) 0.55601(12) 0.0726(13) Uiso 1.000000 R
H14b H 0.3966(9) 0.2639(3) 0.52674(12) 0.0726(13) Uiso 1.000000 R
C15 C 0.4811(11) 0.2531(4) 0.59241(13) 0.0726(14) Uani 1.000000 .
H15a H 0.6768(11) 0.2483(4) 0.58848(13) 0.0871(16) Uiso 1.000000 R
H15b H 0.4465(11) 0.3015(4) 0.61803(13) 0.0871(16) Uiso 1.000000 R
C16 C 0.4545(11) 0.6042(4) 0.48891(13) 0.0804(14) Uani 1.000000 .
H16a H 0.3964(11) 0.6578(4) 0.51179(13) 0.0964(17) Uiso 1.000000 R
H16b H 0.6520(11) 0.6042(4) 0.48853(13) 0.0964(17) Uiso 1.000000 R
C17 C 0.3521(12) 0.6490(4) 0.44497(14) 0.1028(18) Uani 1.000000 .
H17a H 0.415(7) 0.598(2) 0.42190(18) 0.154(3) Uiso 1.000000 GR
H17b H 0.1567(12) 0.650(3) 0.4451(5) 0.154(3) Uiso 1.000000 GR
H17c H 0.420(6) 0.7268(14) 0.4401(6) 0.154(3) Uiso 1.000000 GR
C18 C 0.3702(13) 0.1308(4) 0.60095(15) 0.1008(18) Uani 1.000000 .
H18a H 0.396(7) 0.0832(10) 0.5752(5) 0.151(3) Uiso 1.000000 GR
H18b H 0.465(5) 0.0964(12) 0.6253(8) 0.151(3) Uiso 1.000000 GR
H18c H 0.180(2) 0.1355(5) 0.6076(11) 0.151(3) 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
O1 H1 0.8200 . ?
O1 C7 1.354(4) . ?
O2 C6 1.225(5) . ?
N1 N2 1.380(4) . ?
N1 C10 1.295(4) . ?
N2 H2 0.8600 . ?
N2 C6 1.346(4) . ?
C19 C4 1.450(5) . ?
C19 C7 1.385(5) . ?
C19 C10 1.441(5) . ?
C1 H1a 0.9700 . ?
C1 H1b 0.9700 . ?
C1 C9 1.530(4) . ?
C1 C16 1.495(5) . ?
C2 H2a 0.9300 . ?
C2 C8 1.406(5) . ?
C2 C13 1.358(6) . ?
C20 H20 0.9300 . ?
C20 C7 1.405(5) . ?
C20 C12 1.345(5) . ?
C4 C5 1.415(5) . ?
C4 C8 1.421(5) . ?
C5 H5 0.9300 . ?
C5 C11 1.372(5) . ?
C6 C9 1.508(4) . ?
C8 C12 1.417(5) . ?
C9 H9 0.9800 . ?
C9 C14 1.530(5) . ?
C10 H10 0.9300 . ?
C11 H11 0.9300 . ?
C11 C13 1.385(5) . ?
C12 H12 0.9300 . ?
C13 H13 0.9300 . ?
C14 H14a 0.9700 . ?
C14 H14b 0.9700 . ?
C14 C15 1.513(5) . ?
C15 H15a 0.9700 . ?
C15 H15b 0.9700 . ?
C15 C18 1.522(6) . ?
C16 H16a 0.9700 . ?
C16 H16b 0.9700 . ?
C16 C17 1.516(6) . ?
C17 H17a 0.9600 . ?
C17 H17b 0.9600 . ?
C17 H17c 0.9600 . ?
C18 H18a 0.9600 . ?
C18 H18b 0.9600 . ?
C18 H18c 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
C7 O1 H1 109.5 . . ?
C10 N1 N2 118.0(3) . . ?
H2 N2 N1 120.86(18) . . ?
C6 N2 N1 118.3(3) . . ?
C6 N2 H2 120.9(2) . . ?
C7 C19 C4 117.9(3) . . ?
C10 C19 C4 121.2(3) . . ?
C10 C19 C7 121.0(3) . . ?
H1b C1 H1a 107.5 . . ?
C9 C1 H1a 108.46(19) . . ?
C9 C1 H1b 108.5(2) . . ?
C16 C1 H1a 108.5(2) . . ?
C16 C1 H1b 108.5(3) . . ?
C16 C1 C9 115.3(3) . . ?
C8 C2 H2a 119.7(2) . . ?
C13 C2 H2a 119.7(2) . . ?
C13 C2 C8 120.6(4) . . ?
C7 C20 H20 120.0(2) . . ?
C12 C20 H20 120.0(2) . . ?
C12 C20 C7 120.1(4) . . ?
C5 C4 C19 123.2(3) . . ?
C8 C4 C19 119.6(3) . . ?
C8 C4 C5 117.3(4) . . ?
H5 C5 C4 119.6(2) . . ?
C11 C5 C4 120.8(4) . . ?
C11 C5 H5 119.6(2) . . ?
N2 C6 O2 122.1(3) . . ?
C9 C6 O2 121.9(3) . . ?
C9 C6 N2 116.0(4) . . ?
C19 C7 O1 122.8(3) . . ?
C20 C7 O1 115.3(3) . . ?
C20 C7 C19 121.9(3) . . ?
C4 C8 C2 120.0(4) . . ?
C12 C8 C2 121.5(4) . . ?
C12 C8 C4 118.5(3) . . ?
C6 C9 C1 108.7(3) . . ?
H9 C9 C1 108.8(2) . . ?
H9 C9 C6 108.8(2) . . ?
C14 C9 C1 111.4(3) . . ?
C14 C9 C6 110.2(3) . . ?
C14 C9 H9 108.8(2) . . ?
C19 C10 N1 119.4(3) . . ?
H10 C10 N1 120.3(2) . . ?
H10 C10 C19 120.3(2) . . ?
H11 C11 C5 119.5(2) . . ?
C13 C11 C5 121.0(4) . . ?
C13 C11 H11 119.5(3) . . ?
C8 C12 C20 121.9(3) . . ?
H12 C12 C20 119.0(2) . . ?
H12 C12 C8 119.0(2) . . ?
C11 C13 C2 120.2(4) . . ?
H13 C13 C2 119.9(2) . . ?
H13 C13 C11 119.9(3) . . ?
H14a C14 C9 108.8(2) . . ?
H14b C14 C9 108.77(19) . . ?
H14b C14 H14a 107.7 . . ?
C15 C14 C9 113.9(3) . . ?
C15 C14 H14a 108.8(2) . . ?
C15 C14 H14b 108.8(2) . . ?
H15a C15 C14 108.9(2) . . ?
H15b C15 C14 108.9(2) . . ?
H15b C15 H15a 107.7 . . ?
C18 C15 C14 113.4(4) . . ?
C18 C15 H15a 108.9(3) . . ?
C18 C15 H15b 108.9(2) . . ?
H16a C16 C1 108.7(2) . . ?
H16b C16 C1 108.7(3) . . ?
H16b C16 H16a 107.6 . . ?
C17 C16 C1 114.2(4) . . ?
C17 C16 H16a 108.7(3) . . ?
C17 C16 H16b 108.7(3) . . ?
H17a C17 C16 109.5 . . ?
H17b C17 C16 109.5 . . ?
H17b C17 H17a 109.5 . . ?
H17c C17 C16 109.5 . . ?
H17c C17 H17a 109.5 . . ?
H17c C17 H17b 109.5 . . ?
H18a C18 C15 109.5 . . ?
H18b C18 C15 109.5 . . ?
H18b C18 H18a 109.5 . . ?
H18c C18 C15 109.5 . . ?
H18c C18 H18a 109.5 . . ?
H18c C18 H18b 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
O1 C7 C19 C4 -175.8(3) . . . . ?
O1 C7 C19 C10 3.9(4) . . . . ?
O1 C7 C20 C12 176.2(3) . . . . ?
O2 C6 N2 N1 -7.2(4) . . . . ?
O2 C6 C9 C1 60.6(4) . . . . ?
O2 C6 C9 C14 -61.8(4) . . . . ?
N1 N2 C6 C9 171.5(3) . . . . ?
N1 C10 C19 C4 161.0(3) . . . . ?
N1 C10 C19 C7 -18.7(4) . . . . ?
N2 C6 C9 C1 -118.1(3) . . . . ?
N2 C6 C9 C14 119.5(3) . . . . ?
C19 C4 C5 C11 -177.3(3) . . . . ?
C19 C4 C8 C2 176.9(3) . . . . ?
C19 C4 C8 C12 -0.9(4) . . . . ?
C19 C7 C20 C12 -4.6(4) . . . . ?
C1 C9 C14 C15 172.5(3) . . . . ?
C2 C8 C4 C5 -2.5(4) . . . . ?
C2 C8 C12 C20 -176.3(4) . . . . ?
C2 C13 C11 C5 -1.4(5) . . . . ?
C20 C12 C8 C4 1.6(4) . . . . ?
C4 C5 C11 C13 -0.2(4) . . . . ?
C6 C9 C14 C15 -66.7(4) . . . . ?
C9 C14 C15 C18 178.3(4) . . . . ?


# end Validation Reply Form
_olex2_submission_special_instructions 'No special instructions were received'
# start Validation Reply Form
_vrf_THETM01_l2                  
;
PROBLEM: The value of sine(theta_max)/wavelength is less than 0.550
RESPONSE: crystal was very weakly diffracting and the data beyond
	  point was intentionally kept omitted to get optimum result
;
####################################################################### 
# 
# 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_complex1
_database_code_depnum_ccdc_archive 'CCDC 2410679'
loop_
_audit_author_name
_audit_author_address
'Kajal Rajak'
;Jadavpur University
India
;
_audit_update_record             
;
2024-12-17 deposited with the CCDC.	2025-01-30 downloaded from the CCDC.
;
_audit_creation_date             2024-12-04
_audit_creation_method           
;
Olex2 1.5
(compiled 2024.02.16 svn.r378c4104 for OlexSys, GUI svn.r6928)
;
_shelx_SHELXL_version_number     2016/6
_chemical_name_common            ?
_chemical_name_systematic        'vanadium comp[lex'
_chemical_formula_moiety         'C15 H21 N2 O4 V'
_chemical_formula_sum            'C15 H21 N2 O4 V'
_chemical_formula_weight         344.28
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
V V 0.3005 0.5294 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/n 1'
_space_group_name_Hall           '-P 2yn'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   9.7598(12)
_cell_length_b                   13.8657(17)
_cell_length_c                   13.1083(14)
_cell_angle_alpha                90
_cell_angle_beta                 111.86
_cell_angle_gamma                90
_cell_volume                     1646.4(3)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    4357
_cell_measurement_temperature    273.15
_cell_measurement_theta_max      27.5
_cell_measurement_theta_min      2.3
_shelx_estimated_absorpt_T_max   0.941
_shelx_estimated_absorpt_T_min   0.836
_exptl_absorpt_coefficient_mu    0.621
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'metallic yellow'
_exptl_crystal_colour_lustre     metallic
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.389
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       needle
_exptl_crystal_F_000             720
_exptl_crystal_preparation       ?
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.1
_exptl_transmission_factor_max   0.960
_exptl_transmission_factor_min   0.830
_diffrn_reflns_av_R_equivalents  0.0495
_diffrn_reflns_av_unetI/netI     0.0417
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.991
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            13959
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.991
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.534
_diffrn_reflns_theta_min         2.227
_diffrn_ambient_temperature      273.15
_diffrn_detector                 'Bruker APEX2 area detector'
_diffrn_detector_area_resol_mean 7.9
_diffrn_detector_type            'CCD area detector'
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.991
_diffrn_measurement_device       'three-circle diffractometer'
_diffrn_measurement_device_type  'Bruker SMART APEX2 area detector'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_radiation_monochromator  'mirror optics'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'microfocus sealed X-ray tube'
_diffrn_source_type              'Incoatec I\ms'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3077
_reflns_number_total             3759
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT V8.38A (?, 2016)'
_computing_data_collection       'SAINT V8.38A (?, 2016)'
_computing_data_reduction        'SAINT V8.38A (?, 2016)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL  (Sheldrick, 2008)'
_computing_structure_solution    'XT (Sheldrick, 2015)'
_refine_diff_density_max         0.294
_refine_diff_density_min         -0.382
_refine_diff_density_rms         0.068
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.051
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     261
_refine_ls_number_reflns         3759
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0571
_refine_ls_R_factor_gt           0.0416
_refine_ls_restrained_S_all      1.051
_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)+(0.0313P)²+1.1548P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0920
_refine_ls_wR_factor_ref         0.1002
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.5 times of:
  All C(H,H,H) groups
2.a Idealised Me refined as rotating group:
 C8(H8A,H8B,H8C), C11(H11A,H11B,H11C)
;
_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
V1 V 0.58430(4) 0.15394(3) 0.74631(3) 0.03241(12) Uani 1 1 d . . . . .
O1 O 0.67621(19) 0.05023(12) 0.70256(12) 0.0493(4) Uani 1 1 d . . . . .
O2 O 0.43013(18) 0.26036(12) 0.71689(11) 0.0449(4) Uani 1 1 d . . . . .
O3 O 0.72393(16) 0.21817(11) 0.82464(12) 0.0411(4) Uani 1 1 d . . . . .
N1 N 0.49751(18) 0.17908(12) 0.57056(13) 0.0292(4) Uani 1 1 d . . . . .
N2 N 0.38443(19) 0.24678(13) 0.53812(13) 0.0313(4) Uani 1 1 d . . . . .
O4 O 0.5167(2) 0.09546(13) 0.82254(14) 0.0513(4) Uani 1 1 d . . . . .
C1 C 0.7132(2) 0.02673(15) 0.61866(17) 0.0365(5) Uani 1 1 d . . . . .
C2 C 0.6465(2) 0.07007(15) 0.51386(17) 0.0338(4) Uani 1 1 d . . . . .
C3 C 0.5349(2) 0.14181(15) 0.49377(16) 0.0320(4) Uani 1 1 d . . . . .
H3 H 0.488(2) 0.1636(15) 0.4224(18) 0.030(5) Uiso 1 1 d . . . . .
C4 C 0.3538(2) 0.28486(15) 0.61963(16) 0.0328(4) Uani 1 1 d . . . . .
C5 C 0.2266(2) 0.35351(16) 0.59455(17) 0.0349(5) Uani 1 1 d . . . . .
H5 H 0.184(2) 0.3597(15) 0.5211(19) 0.032(6) Uiso 1 1 d . . . . .
C6 C 0.1135(3) 0.30829(19) 0.6365(2) 0.0429(5) Uani 1 1 d . . . . .
H6A H 0.093(3) 0.241(2) 0.615(2) 0.075(9) Uiso 1 1 d . . . . .
H6B H 0.156(3) 0.3100(19) 0.717(2) 0.055(7) Uiso 1 1 d . . . . .
C7 C -0.0366(3) 0.3555(2) 0.5914(3) 0.0589(7) Uani 1 1 d . . . . .
H7A H -0.073(4) 0.350(3) 0.506(3) 0.106(13) Uiso 1 1 d . . . . .
H7B H -0.028(5) 0.421(3) 0.611(3) 0.119(15) Uiso 1 1 d . . . . .
C8 C -0.1459(3) 0.3104(3) 0.6341(3) 0.0768(9) Uani 1 1 d . . . . .
H8A H -0.158737 0.243555 0.613672 0.115 Uiso 1 1 calc R U . . .
H8B H -0.238976 0.343136 0.602960 0.115 Uiso 1 1 calc R U . . .
H8C H -0.109380 0.315880 0.712714 0.115 Uiso 1 1 calc R U . . .
C9 C 0.2821(3) 0.45279(17) 0.6450(2) 0.0419(5) Uani 1 1 d . . . . .
H9A H 0.339(3) 0.4431(17) 0.726(2) 0.041(6) Uiso 1 1 d . . . . .
H9B H 0.197(3) 0.4915(19) 0.633(2) 0.049(7) Uiso 1 1 d . . . . .
C10 C 0.3793(3) 0.5041(2) 0.5951(3) 0.0574(7) Uani 1 1 d . . . . .
H10A H 0.468(3) 0.464(2) 0.602(2) 0.060(8) Uiso 1 1 d . . . . .
H10B H 0.331(3) 0.505(2) 0.517(2) 0.055(8) Uiso 1 1 d . . . . .
C11 C 0.4264(4) 0.6036(2) 0.6441(3) 0.0826(11) Uani 1 1 d . . . . .
H11A H 0.340560 0.642954 0.630897 0.124 Uiso 1 1 calc R U . . .
H11B H 0.488386 0.632876 0.610603 0.124 Uiso 1 1 calc R U . . .
H11C H 0.480063 0.597877 0.721870 0.124 Uiso 1 1 calc R U . . .
C12 C 0.6865(3) 0.03806(18) 0.4262(2) 0.0451(6) Uani 1 1 d . . . . .
H12 H 0.637(3) 0.0673(19) 0.357(2) 0.052(7) Uiso 1 1 d . . . . .
C13 C 0.7917(3) -0.03217(19) 0.4417(2) 0.0520(6) Uani 1 1 d . . . . .
H13 H 0.819(3) -0.053(2) 0.384(2) 0.071(9) Uiso 1 1 d . . . . .
C14 C 0.8567(3) -0.07400(19) 0.5448(2) 0.0499(6) Uani 1 1 d . . . . .
H14 H 0.926(3) -0.1214(19) 0.555(2) 0.049(7) Uiso 1 1 d . . . . .
C15 C 0.8174(3) -0.04662(18) 0.6310(2) 0.0455(6) Uani 1 1 d . . . . .
H15 H 0.856(3) -0.0777(19) 0.699(2) 0.052(7) Uiso 1 1 d . . . . .
H2 H 0.334(3) 0.2599(18) 0.469(2) 0.047(7) 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
V1 O1 1.8932(16) . ?
V1 O2 2.0392(16) . ?
V1 O3 1.6318(15) . ?
V1 N1 2.1664(16) . ?
V1 O4 1.6069(17) . ?
O1 C1 1.319(3) . ?
O2 C4 1.260(2) . ?
N1 N2 1.389(2) . ?
N1 C3 1.299(3) . ?
N2 C4 1.322(3) . ?
N2 H2 0.87(3) . ?
C1 C2 1.416(3) . ?
C1 C15 1.404(3) . ?
C2 C3 1.425(3) . ?
C2 C12 1.415(3) . ?
C3 H3 0.93(2) . ?
C4 C5 1.500(3) . ?
C5 H5 0.90(2) . ?
C5 C6 1.538(3) . ?
C5 C9 1.536(3) . ?
C6 H6A 0.97(3) . ?
C6 H6B 0.98(3) . ?
C6 C7 1.510(4) . ?
C7 H7A 1.05(4) . ?
C7 H7B 0.95(4) . ?
C7 C8 1.512(4) . ?
C8 H8A 0.9600 . ?
C8 H8B 0.9600 . ?
C8 H8C 0.9600 . ?
C9 H9A 1.00(2) . ?
C9 H9B 0.95(3) . ?
C9 C10 1.516(4) . ?
C10 H10A 1.00(3) . ?
C10 H10B 0.95(3) . ?
C10 C11 1.519(4) . ?
C11 H11A 0.9600 . ?
C11 H11B 0.9600 . ?
C11 H11C 0.9600 . ?
C12 H12 0.95(3) . ?
C12 C13 1.374(4) . ?
C13 H13 0.93(3) . ?
C13 C14 1.389(4) . ?
C14 H14 0.91(3) . ?
C14 C15 1.375(4) . ?
C15 H15 0.93(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
O1 V1 O2 153.10(6) . . ?
O1 V1 N1 80.90(6) . . ?
O2 V1 N1 73.36(6) . . ?
O3 V1 O1 103.08(8) . . ?
O3 V1 O2 96.24(8) . . ?
O3 V1 N1 119.05(7) . . ?
O4 V1 O1 98.95(9) . . ?
O4 V1 O2 92.17(8) . . ?
O4 V1 O3 108.91(8) . . ?
O4 V1 N1 130.85(8) . . ?
C1 O1 V1 138.36(14) . . ?
C4 O2 V1 120.20(13) . . ?
N2 N1 V1 112.69(11) . . ?
C3 N1 V1 130.44(14) . . ?
C3 N1 N2 116.87(16) . . ?
N1 N2 H2 122.2(16) . . ?
C4 N2 N1 114.54(16) . . ?
C4 N2 H2 123.1(16) . . ?
O1 C1 C2 122.30(19) . . ?
O1 C1 C15 119.6(2) . . ?
C15 C1 C2 118.1(2) . . ?
C1 C2 C3 121.24(19) . . ?
C12 C2 C1 119.2(2) . . ?
C12 C2 C3 119.5(2) . . ?
N1 C3 C2 123.39(19) . . ?
N1 C3 H3 118.4(13) . . ?
C2 C3 H3 118.2(13) . . ?
O2 C4 N2 118.92(19) . . ?
O2 C4 C5 121.46(18) . . ?
N2 C4 C5 119.59(18) . . ?
C4 C5 H5 108.1(14) . . ?
C4 C5 C6 107.97(18) . . ?
C4 C5 C9 110.14(18) . . ?
C6 C5 H5 108.3(14) . . ?
C9 C5 H5 108.9(14) . . ?
C9 C5 C6 113.32(19) . . ?
C5 C6 H6A 112.9(18) . . ?
C5 C6 H6B 107.8(16) . . ?
H6A C6 H6B 107(2) . . ?
C7 C6 C5 113.9(2) . . ?
C7 C6 H6A 103.5(18) . . ?
C7 C6 H6B 111.6(15) . . ?
C6 C7 H7A 106(2) . . ?
C6 C7 H7B 110(3) . . ?
C6 C7 C8 113.0(2) . . ?
H7A C7 H7B 109(3) . . ?
C8 C7 H7A 111(2) . . ?
C8 C7 H7B 108(3) . . ?
C7 C8 H8A 109.5 . . ?
C7 C8 H8B 109.5 . . ?
C7 C8 H8C 109.5 . . ?
H8A C8 H8B 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
C5 C9 H9A 107.6(14) . . ?
C5 C9 H9B 106.9(15) . . ?
H9A C9 H9B 111(2) . . ?
C10 C9 C5 114.3(2) . . ?
C10 C9 H9A 109.0(14) . . ?
C10 C9 H9B 108.0(15) . . ?
C9 C10 H10A 110.6(16) . . ?
C9 C10 H10B 109.1(16) . . ?
C9 C10 C11 112.5(3) . . ?
H10A C10 H10B 100(2) . . ?
C11 C10 H10A 110.7(16) . . ?
C11 C10 H10B 113.1(17) . . ?
C10 C11 H11A 109.5 . . ?
C10 C11 H11B 109.5 . . ?
C10 C11 H11C 109.5 . . ?
H11A C11 H11B 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
C2 C12 H12 116.7(16) . . ?
C13 C12 C2 121.3(2) . . ?
C13 C12 H12 122.0(16) . . ?
C12 C13 H13 121.5(19) . . ?
C12 C13 C14 119.0(2) . . ?
C14 C13 H13 119.5(19) . . ?
C13 C14 H14 119.1(16) . . ?
C15 C14 C13 121.3(2) . . ?
C15 C14 H14 119.6(16) . . ?
C1 C15 H15 117.7(16) . . ?
C14 C15 C1 121.1(2) . . ?
C14 C15 H15 121.2(16) . . ?

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
V1 O1 C1 C2 -20.5(4) . . . . ?
V1 O1 C1 C15 162.36(18) . . . . ?
V1 O2 C4 N2 -6.0(3) . . . . ?
V1 O2 C4 C5 172.00(15) . . . . ?
V1 N1 N2 C4 1.8(2) . . . . ?
V1 N1 C3 C2 1.8(3) . . . . ?
O1 C1 C2 C3 -0.1(3) . . . . ?
O1 C1 C2 C12 -177.0(2) . . . . ?
O1 C1 C15 C14 179.0(2) . . . . ?
O2 V1 O1 C1 38.9(3) . . . . ?
O2 C4 C5 C6 -60.5(3) . . . . ?
O2 C4 C5 C9 63.7(3) . . . . ?
O3 V1 O1 C1 -95.9(2) . . . . ?
N1 V1 O1 C1 22.0(2) . . . . ?
N1 N2 C4 O2 2.5(3) . . . . ?
N1 N2 C4 C5 -175.59(17) . . . . ?
N2 N1 C3 C2 -178.59(18) . . . . ?
N2 C4 C5 C6 117.5(2) . . . . ?
N2 C4 C5 C9 -118.3(2) . . . . ?
O4 V1 O1 C1 152.2(2) . . . . ?
C1 C2 C3 N1 7.2(3) . . . . ?
C1 C2 C12 C13 -1.9(4) . . . . ?
C2 C1 C15 C14 1.7(3) . . . . ?
C2 C12 C13 C14 1.7(4) . . . . ?
C3 N1 N2 C4 -177.89(18) . . . . ?
C3 C2 C12 C13 -178.8(2) . . . . ?
C4 C5 C6 C7 -164.7(2) . . . . ?
C4 C5 C9 C10 65.9(3) . . . . ?
C5 C6 C7 C8 -179.7(3) . . . . ?
C5 C9 C10 C11 177.6(2) . . . . ?
C6 C5 C9 C10 -173.0(2) . . . . ?
C9 C5 C6 C7 73.0(3) . . . . ?
C12 C2 C3 N1 -176.0(2) . . . . ?
C12 C13 C14 C15 0.2(4) . . . . ?
C13 C14 C15 C1 -1.9(4) . . . . ?
C15 C1 C2 C3 177.1(2) . . . . ?
C15 C1 C2 C12 0.2(3) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_L1
_database_code_depnum_ccdc_archive 'CCDC 2410680'
loop_
_audit_author_name
_audit_author_address
'Kajal Rajak'
;Jadavpur University
India
;
_audit_update_record             
;
2025-01-08 deposited with the CCDC.	2025-01-30 downloaded from the CCDC.
;
_audit_creation_date             2025-01-07
_audit_creation_method           
;
Olex2 1.5
(compiled 2024.02.16 svn.r378c4104 for OlexSys, GUI svn.r6928)
;
_shelx_SHELXL_version_number     2016/6
_chemical_name_common            'hydrazone ligand'
_chemical_name_systematic        'hydrazone ligand'
_chemical_formula_moiety         'C15 H22 N2 O2'
_chemical_formula_sum            'C15 H22 N2 O2'
_chemical_formula_weight         262.34
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   9.0199(16)
_cell_length_b                   19.834(3)
_cell_length_c                   9.7259(15)
_cell_angle_alpha                90
_cell_angle_beta                 115.716(5)
_cell_angle_gamma                90
_cell_volume                     1567.7(4)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    3564
_cell_measurement_temperature    273.15
_cell_measurement_theta_max      26.4
_cell_measurement_theta_min      17.5
_shelx_estimated_absorpt_T_max   0.993
_shelx_estimated_absorpt_T_min   0.985
_exptl_absorpt_coefficient_mu    0.074
_exptl_absorpt_correction_T_max  0.7441
_exptl_absorpt_correction_T_min  0.2969
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
'SADABS-2016/2 (Bruker,2016/2) was used for absorption correction'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'light yellow'
_exptl_crystal_colour_lustre     .
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.112
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       needle
_exptl_crystal_F_000             568
_exptl_crystal_recrystallization_method 
'The material was recrystallised from --- by ---'
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.1
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0604
_diffrn_reflns_av_unetI/netI     0.0344
_diffrn_reflns_Laue_measured_fraction_full 0.993
_diffrn_reflns_Laue_measured_fraction_max 0.990
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       25
_diffrn_reflns_limit_k_min       -25
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            23217
_diffrn_reflns_point_group_measured_fraction_full 0.993
_diffrn_reflns_point_group_measured_fraction_max 0.990
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.258
_diffrn_reflns_theta_min         3.102
_diffrn_ambient_temperature      273.15
_diffrn_detector                 'Bruker APEX2 area detector'
_diffrn_detector_area_resol_mean 7.9
_diffrn_detector_type            'CCD area detector'
_diffrn_measured_fraction_theta_full 0.993
_diffrn_measured_fraction_theta_max 0.990
_diffrn_measurement_device       'three-circle diffractometer'
_diffrn_measurement_device_type  'Bruker SMART APEX2 area detector'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_radiation_monochromator  'mirror optics'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'microfocus sealed X-ray tube'
_diffrn_source_type              'Incoatec I\ms'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2321
_reflns_number_total             3490
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT V8.38A (?, 2016)'
_computing_data_collection       'SAINT V8.38A (?, 2016)'
_computing_data_reduction        'SAINT V8.38A (?, 2016)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL  (Sheldrick, 2008)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_refine_diff_density_max         0.116
_refine_diff_density_min         -0.119
_refine_diff_density_rms         0.023
_refine_ls_extinction_coef       0.029(9)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2016/6 (Sheldrick 2016)'
_refine_ls_goodness_of_fit_ref   1.029
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     225
_refine_ls_number_reflns         3490
_refine_ls_number_restraints     136
_refine_ls_R_factor_all          0.0828
_refine_ls_R_factor_gt           0.0523
_refine_ls_restrained_S_all      1.053
_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)+(0.0546P)²+0.2663P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1269
_refine_ls_wR_factor_ref         0.1469
_refine_special_details          ?
_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, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H) groups
2. Restrained distances
 C6-C5 = C6A-C5 = C7-C6 = C7A-C6A = C8A-C7A = C8-C7
 1.51 with sigma of 0.01
 C9-C10A = C9-C10 = C11A-C10A = C11-C10
 1.51 with sigma of 0.01
3. Uiso/Uaniso restraints and constraints
C6 \\sim C7 \\sim C8 \\sim C7A \\sim C8A \\sim C6A: within 2A with sigma of
0.01 and sigma for terminal atoms of 0.02 within 2A
C9 \\sim C10 \\sim C11 \\sim C10A \\sim C11A: within 2A with sigma of 0.01 and
sigma for terminal atoms of 0.02 within 2A
Uanis(C11A) \\sim Ueq, Uanis(C11) \\sim Ueq: with sigma of 0.01 and sigma for
terminal atoms of 0.02
4. Others
 Sof(H5B)=Sof(C7A)=Sof(H7AA)=Sof(H7AB)=Sof(C8A)=Sof(H8AA)=Sof(H8AB)=Sof(H8AC)=
 Sof(C6A)=Sof(H6AA)=Sof(H6AB)=1-FVAR(1)
 Sof(H5A)=Sof(C6)=Sof(H6A)=Sof(H6B)=Sof(C7)=Sof(H7A)=Sof(H7B)=Sof(C8)=Sof(H8A)=
 Sof(H8B)=Sof(H8C)=FVAR(1)
 Sof(H9BC)=Sof(H9BD)=Sof(C10A)=Sof(H10C)=Sof(H10D)=Sof(C11A)=Sof(H11D)=
 Sof(H11E)=Sof(H11F)=1-FVAR(2)
 Sof(H9AA)=Sof(H9AB)=Sof(C10)=Sof(H10A)=Sof(H10B)=Sof(C11)=Sof(H11A)=Sof(H11B)=
 Sof(H11C)=FVAR(2)
5.a Ternary CH refined with riding coordinates:
 C5(H5A), C5(H5B)
5.b Secondary CH2 refined with riding coordinates:
 C6(H6A,H6B), C7(H7A,H7B), C9(H9AA,H9AB), C9(H9BC,H9BD), C10(H10A,H10B),
 C7A(H7AA,H7AB), C6A(H6AA,H6AB), C10A(H10C,H10D)
5.c Aromatic/amide H refined with riding coordinates:
 N2(H2), C3(H3), C14(H14), C15(H15), C13(H13), C12(H12)
5.d Idealised Me refined as rotating group:
 C8(H8A,H8B,H8C), C11(H11A,H11B,H11C), C8A(H8AA,H8AB,H8AC), C11A(H11D,H11E,H11F)
5.e Idealised tetrahedral OH refined as rotating group:
 O1(H1)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
N1 N 0.56020(16) 0.33182(6) 0.57424(13) 0.0573(3) Uani 1 1 d . . . . .
N2 N 0.68203(16) 0.28677(6) 0.59019(13) 0.0597(4) Uani 1 1 d . . . . .
H2 H 0.712955 0.282335 0.518551 0.072 Uiso 1 1 calc R U . . .
O1 O 0.36952(18) 0.39654(8) 0.67038(15) 0.0922(5) Uani 1 1 d . . . . .
H1 H 0.434961 0.367413 0.672440 0.138 Uiso 1 1 calc R U . . .
O2 O 0.70829(16) 0.25244(6) 0.81975(12) 0.0784(4) Uani 1 1 d . . . . .
C3 C 0.50120(19) 0.36767(8) 0.45361(17) 0.0596(4) Uani 1 1 d . . . . .
H3 H 0.536807 0.360637 0.378208 0.071 Uiso 1 1 calc R U . . .
C14 C 0.1553(3) 0.52252(11) 0.3875(3) 0.1003(7) Uani 1 1 d . . . . .
H14 H 0.080229 0.557104 0.372628 0.120 Uiso 1 1 calc R U . . .
C15 C 0.2081(2) 0.48453(11) 0.5161(3) 0.0898(6) Uani 1 1 d . . . . .
H15 H 0.168947 0.493277 0.588351 0.108 Uiso 1 1 calc R U . . .
C1 C 0.3209(2) 0.43241(9) 0.5405(2) 0.0699(5) Uani 1 1 d . . . . .
C2 C 0.37909(19) 0.41936(7) 0.43228(18) 0.0616(4) Uani 1 1 d . . . . .
C4 C 0.7532(2) 0.24946(8) 0.71821(16) 0.0590(4) Uani 1 1 d . . . . .
C5 C 0.8942(2) 0.20550(8) 0.72815(19) 0.0687(5) Uani 1 1 d D . . . .
H5A H 0.910585 0.215985 0.637225 0.082 Uiso 0.630(6) 1 calc R U P A 1
H5B H 0.905857 0.204602 0.632560 0.082 Uiso 0.370(6) 1 calc R U P A 2
C6 C 0.8558(8) 0.1303(2) 0.7187(5) 0.0853(13) Uani 0.630(6) 1 d D U P A 1
H6A H 0.952487 0.105268 0.729029 0.102 Uiso 0.630(6) 1 calc R U P A 1
H6B H 0.831747 0.117964 0.803365 0.102 Uiso 0.630(6) 1 calc R U P A 1
C7 C 0.7116(6) 0.1101(2) 0.5704(5) 0.1010(13) Uani 0.630(6) 1 d D U P A 1
H7A H 0.614736 0.135066 0.559825 0.121 Uiso 0.630(6) 1 calc R U P A 1
H7B H 0.735594 0.122223 0.485543 0.121 Uiso 0.630(6) 1 calc R U P A 1
C8 C 0.6754(8) 0.0357(2) 0.5634(5) 0.146(2) Uani 0.630(6) 1 d D U P A 1
H8A H 0.586779 0.024992 0.466211 0.219 Uiso 0.630(6) 1 calc R U P A 1
H8B H 0.644716 0.023983 0.643256 0.219 Uiso 0.630(6) 1 calc R U P A 1
H8C H 0.771726 0.010750 0.576086 0.219 Uiso 0.630(6) 1 calc R U P A 1
C9 C 1.0513(3) 0.22746(10) 0.8636(2) 0.0890(6) Uani 1 1 d D U . . .
H9AA H 1.140292 0.197899 0.871338 0.107 Uiso 0.913(6) 1 calc R U P B 1
H9AB H 1.036766 0.222206 0.956160 0.107 Uiso 0.913(6) 1 calc R U P B 1
H9BC H 1.058486 0.198400 0.946493 0.107 Uiso 0.087(6) 1 calc R U P B 2
H9BD H 1.139081 0.213014 0.838071 0.107 Uiso 0.087(6) 1 calc R U P B 2
C10 C 1.1006(4) 0.30043(13) 0.8533(4) 0.1075(10) Uani 0.913(6) 1 d D U P B 1
H10A H 1.115499 0.305912 0.760951 0.129 Uiso 0.913(6) 1 calc R U P B 1
H10B H 1.012347 0.330220 0.846359 0.129 Uiso 0.913(6) 1 calc R U P B 1
C11 C 1.2573(4) 0.3206(2) 0.9892(6) 0.175(2) Uani 0.913(6) 1 d D U P B 1
H11A H 1.349537 0.299276 0.982504 0.263 Uiso 0.913(6) 1 calc R U P B 1
H11B H 1.251887 0.306561 1.081421 0.263 Uiso 0.913(6) 1 calc R U P B 1
H11C H 1.270087 0.368634 0.990128 0.263 Uiso 0.913(6) 1 calc R U P B 1
C13 C 0.2103(3) 0.51075(11) 0.2806(3) 0.1005(7) Uani 1 1 d . . . . .
H13 H 0.173378 0.537079 0.192848 0.121 Uiso 1 1 calc R U . . .
C12 C 0.3217(2) 0.45937(9) 0.3026(2) 0.0832(5) Uani 1 1 d . . . . .
H12 H 0.359097 0.451433 0.228730 0.100 Uiso 1 1 calc R U . . .
C7A C 0.7014(9) 0.1003(3) 0.6532(8) 0.0919(18) Uani 0.370(6) 1 d D U P A 2
H7AA H 0.675419 0.060763 0.697291 0.110 Uiso 0.370(6) 1 calc R U P A 2
H7AB H 0.608316 0.130852 0.620306 0.110 Uiso 0.370(6) 1 calc R U P A 2
C8A C 0.7304(12) 0.0797(5) 0.5173(8) 0.126(3) Uani 0.370(6) 1 d D U P A 2
H8AA H 0.635778 0.055887 0.445430 0.189 Uiso 0.370(6) 1 calc R U P A 2
H8AB H 0.825159 0.050868 0.550566 0.189 Uiso 0.370(6) 1 calc R U P A 2
H8AC H 0.748668 0.119124 0.469580 0.189 Uiso 0.370(6) 1 calc R U P A 2
C6A C 0.8530(13) 0.1347(4) 0.7728(9) 0.081(2) Uani 0.370(6) 1 d D U P A 2
H6AA H 0.946965 0.105407 0.796059 0.097 Uiso 0.370(6) 1 calc R U P A 2
H6AB H 0.838334 0.139518 0.865359 0.097 Uiso 0.370(6) 1 calc R U P A 2
C10A C 1.106(4) 0.2955(10) 0.937(4) 0.105(5) Uani 0.087(6) 1 d D U P B 2
H10C H 1.159055 0.293169 1.047070 0.126 Uiso 0.087(6) 1 calc R U P B 2
H10D H 1.016131 0.327861 0.903294 0.126 Uiso 0.087(6) 1 calc R U P B 2
C11A C 1.225(5) 0.309(2) 0.870(5) 0.132(7) Uani 0.087(6) 1 d D U P B 2
H11D H 1.233174 0.357230 0.858538 0.198 Uiso 0.087(6) 1 calc R U P B 2
H11E H 1.186973 0.288200 0.771588 0.198 Uiso 0.087(6) 1 calc R U P B 2
H11F H 1.331348 0.291835 0.936333 0.198 Uiso 0.087(6) 1 calc R U P B 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
N1 N2 1.3720(17) . ?
N1 C3 1.2741(18) . ?
N2 H2 0.8600 . ?
N2 C4 1.3477(18) . ?
O1 H1 0.8200 . ?
O1 C1 1.346(2) . ?
O2 C4 1.2208(17) . ?
C3 H3 0.9300 . ?
C3 C2 1.452(2) . ?
C14 H14 0.9300 . ?
C14 C15 1.357(3) . ?
C14 C13 1.352(3) . ?
C15 H15 0.9300 . ?
C15 C1 1.396(3) . ?
C1 C2 1.390(2) . ?
C2 C12 1.386(2) . ?
C4 C5 1.510(2) . ?
C5 H5A 0.9800 . ?
C5 H5B 0.9800 . ?
C5 C6 1.525(5) . ?
C5 C9 1.521(3) . ?
C5 C6A 1.561(7) . ?
C6 H6A 0.9700 . ?
C6 H6B 0.9700 . ?
C6 C7 1.518(6) . ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?
C7 C8 1.507(5) . ?
C8 H8A 0.9600 . ?
C8 H8B 0.9600 . ?
C8 H8C 0.9600 . ?
C9 H9AA 0.9700 . ?
C9 H9AB 0.9700 . ?
C9 H9BC 0.9700 . ?
C9 H9BD 0.9700 . ?
C9 C10 1.530(3) . ?
C9 C10A 1.505(10) . ?
C10 H10A 0.9700 . ?
C10 H10B 0.9700 . ?
C10 C11 1.511(5) . ?
C11 H11A 0.9600 . ?
C11 H11B 0.9600 . ?
C11 H11C 0.9600 . ?
C13 H13 0.9300 . ?
C13 C12 1.381(3) . ?
C12 H12 0.9300 . ?
C7A H7AA 0.9700 . ?
C7A H7AB 0.9700 . ?
C7A C8A 1.511(8) . ?
C7A C6A 1.520(8) . ?
C8A H8AA 0.9600 . ?
C8A H8AB 0.9600 . ?
C8A H8AC 0.9600 . ?
C6A H6AA 0.9700 . ?
C6A H6AB 0.9700 . ?
C10A H10C 0.9700 . ?
C10A H10D 0.9700 . ?
C10A C11A 1.506(10) . ?
C11A H11D 0.9600 . ?
C11A H11E 0.9600 . ?
C11A H11F 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
C3 N1 N2 117.49(12) . . ?
N1 N2 H2 120.0 . . ?
C4 N2 N1 119.95(12) . . ?
C4 N2 H2 120.0 . . ?
C1 O1 H1 109.5 . . ?
N1 C3 H3 119.6 . . ?
N1 C3 C2 120.89(14) . . ?
C2 C3 H3 119.6 . . ?
C15 C14 H14 119.6 . . ?
C13 C14 H14 119.6 . . ?
C13 C14 C15 120.9(2) . . ?
C14 C15 H15 119.8 . . ?
C14 C15 C1 120.4(2) . . ?
C1 C15 H15 119.8 . . ?
O1 C1 C15 117.90(17) . . ?
O1 C1 C2 122.40(15) . . ?
C2 C1 C15 119.70(18) . . ?
C1 C2 C3 122.39(15) . . ?
C12 C2 C3 119.65(15) . . ?
C12 C2 C1 117.91(16) . . ?
N2 C4 C5 115.25(13) . . ?
O2 C4 N2 121.90(15) . . ?
O2 C4 C5 122.83(14) . . ?
C4 C5 H5A 105.8 . . ?
C4 C5 H5B 112.6 . . ?
C4 C5 C6 113.5(3) . . ?
C4 C5 C9 109.42(14) . . ?
C4 C5 C6A 104.0(4) . . ?
C6 C5 H5A 105.8 . . ?
C9 C5 H5A 105.8 . . ?
C9 C5 H5B 112.6 . . ?
C9 C5 C6 115.7(2) . . ?
C9 C5 C6A 105.1(4) . . ?
C6A C5 H5B 112.6 . . ?
C5 C6 H6A 108.9 . . ?
C5 C6 H6B 108.9 . . ?
H6A C6 H6B 107.7 . . ?
C7 C6 C5 113.2(4) . . ?
C7 C6 H6A 108.9 . . ?
C7 C6 H6B 108.9 . . ?
C6 C7 H7A 109.1 . . ?
C6 C7 H7B 109.1 . . ?
H7A C7 H7B 107.9 . . ?
C8 C7 C6 112.4(4) . . ?
C8 C7 H7A 109.1 . . ?
C8 C7 H7B 109.1 . . ?
C7 C8 H8A 109.5 . . ?
C7 C8 H8B 109.5 . . ?
C7 C8 H8C 109.5 . . ?
H8A C8 H8B 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
C5 C9 H9AA 108.8 . . ?
C5 C9 H9AB 108.8 . . ?
C5 C9 H9BC 104.5 . . ?
C5 C9 H9BD 104.5 . . ?
C5 C9 C10 113.70(19) . . ?
H9AA C9 H9AB 107.7 . . ?
H9BC C9 H9BD 105.7 . . ?
C10 C9 H9AA 108.8 . . ?
C10 C9 H9AB 108.8 . . ?
C10A C9 C5 131.0(15) . . ?
C10A C9 H9BC 104.5 . . ?
C10A C9 H9BD 104.5 . . ?
C9 C10 H10A 109.1 . . ?
C9 C10 H10B 109.1 . . ?
H10A C10 H10B 107.9 . . ?
C11 C10 C9 112.4(3) . . ?
C11 C10 H10A 109.1 . . ?
C11 C10 H10B 109.1 . . ?
C10 C11 H11A 109.5 . . ?
C10 C11 H11B 109.5 . . ?
C10 C11 H11C 109.5 . . ?
H11A C11 H11B 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
C14 C13 H13 120.2 . . ?
C14 C13 C12 119.5(2) . . ?
C12 C13 H13 120.2 . . ?
C2 C12 H12 119.2 . . ?
C13 C12 C2 121.5(2) . . ?
C13 C12 H12 119.2 . . ?
H7AA C7A H7AB 108.1 . . ?
C8A C7A H7AA 109.5 . . ?
C8A C7A H7AB 109.5 . . ?
C8A C7A C6A 110.6(6) . . ?
C6A C7A H7AA 109.5 . . ?
C6A C7A H7AB 109.5 . . ?
C7A C8A H8AA 109.5 . . ?
C7A C8A H8AB 109.5 . . ?
C7A C8A H8AC 109.5 . . ?
H8AA C8A H8AB 109.5 . . ?
H8AA C8A H8AC 109.5 . . ?
H8AB C8A H8AC 109.5 . . ?
C5 C6A H6AA 108.3 . . ?
C5 C6A H6AB 108.3 . . ?
C7A C6A C5 115.8(6) . . ?
C7A C6A H6AA 108.3 . . ?
C7A C6A H6AB 108.3 . . ?
H6AA C6A H6AB 107.4 . . ?
C9 C10A H10C 112.5 . . ?
C9 C10A H10D 112.5 . . ?
C9 C10A C11A 96(2) . . ?
H10C C10A H10D 110.0 . . ?
C11A C10A H10C 112.5 . . ?
C11A C10A H10D 112.5 . . ?
C10A C11A H11D 109.5 . . ?
C10A C11A H11E 109.5 . . ?
C10A C11A H11F 109.5 . . ?
H11D C11A H11E 109.5 . . ?
H11D C11A H11F 109.5 . . ?
H11E C11A H11F 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
N1 N2 C4 O2 2.9(2) . . . . ?
N1 N2 C4 C5 -175.61(13) . . . . ?
N1 C3 C2 C1 0.1(2) . . . . ?
N1 C3 C2 C12 177.51(15) . . . . ?
N2 N1 C3 C2 -176.25(13) . . . . ?
N2 C4 C5 C6 -111.7(2) . . . . ?
N2 C4 C5 C9 117.40(16) . . . . ?
N2 C4 C5 C6A -130.7(3) . . . . ?
O1 C1 C2 C3 -2.3(3) . . . . ?
O1 C1 C2 C12 -179.79(16) . . . . ?
O2 C4 C5 C6 69.8(3) . . . . ?
O2 C4 C5 C9 -61.1(2) . . . . ?
O2 C4 C5 C6A 50.8(4) . . . . ?
C3 N1 N2 C4 177.43(14) . . . . ?
C3 C2 C12 C13 -177.52(18) . . . . ?
C14 C15 C1 O1 179.74(18) . . . . ?
C14 C15 C1 C2 -0.1(3) . . . . ?
C14 C13 C12 C2 -0.1(3) . . . . ?
C15 C14 C13 C12 0.0(3) . . . . ?
C15 C1 C2 C3 177.54(15) . . . . ?
C15 C1 C2 C12 0.0(2) . . . . ?
C1 C2 C12 C13 0.0(3) . . . . ?
C4 C5 C6 C7 60.4(5) . . . . ?
C4 C5 C9 C10 -60.6(3) . . . . ?
C4 C5 C9 C10A -30.6(16) . . . . ?
C4 C5 C6A C7A 66.5(7) . . . . ?
C5 C6 C7 C8 -179.9(5) . . . . ?
C5 C9 C10 C11 -179.8(4) . . . . ?
C5 C9 C10A C11A -104(2) . . . . ?
C6 C5 C9 C10 169.7(3) . . . . ?
C9 C5 C6 C7 -171.9(3) . . . . ?
C9 C5 C6A C7A -178.5(6) . . . . ?
C13 C14 C15 C1 0.1(3) . . . . ?
C8A C7A C6A C5 68.8(9) . . . . ?
C6A C5 C9 C10A -141.8(16) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_complex3
_database_code_depnum_ccdc_archive 'CCDC 2410682'
loop_
_audit_author_name
_audit_author_address
'Kajal Rajak'
;Jadavpur University
India
;
_audit_update_record             
;
2025-01-08 deposited with the CCDC.	2025-01-30 downloaded from the CCDC.
;
_audit_creation_date             2025-01-08
_audit_creation_method           
;
Olex2 1.5
(compiled 2024.02.16 svn.r378c4104 for OlexSys, GUI svn.r6928)
;
_shelx_SHELXL_version_number     2016/6
_chemical_name_common            'vanadium oxido complex'
_chemical_name_systematic        'vanadium oxido complex'
_chemical_formula_moiety         'C17 H27 N2 O5 V'
_chemical_formula_sum            'C17 H27 N2 O5 V'
_chemical_formula_weight         390.34
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
V V 0.3005 0.5294 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   12.966(3)
_cell_length_b                   16.279(3)
_cell_length_c                   10.330(2)
_cell_angle_alpha                90
_cell_angle_beta                 112.488(5)
_cell_angle_gamma                90
_cell_volume                     2014.6(7)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    7321
_cell_measurement_temperature    273.15
_cell_measurement_theta_max      26.87
_cell_measurement_theta_min      2.47
_shelx_estimated_absorpt_T_max   0.950
_shelx_estimated_absorpt_T_min   0.903
_exptl_absorpt_coefficient_mu    0.519
_exptl_absorpt_correction_T_max  0.7455
_exptl_absorpt_correction_T_min  0.6450
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   
'SADABS-2016/2 (Bruker,2016/2) was used for absorption correction'

_exptl_absorpt_special_details   ?
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.287
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       rod
_exptl_crystal_F_000             824
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.1
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.1096
_diffrn_reflns_av_unetI/netI     0.0548
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_number            30131
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_theta_full        22.212
_diffrn_reflns_theta_max         22.212
_diffrn_reflns_theta_min         1.700
_diffrn_ambient_temperature      273.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device_type  'Bruker SMART APEX2 area detector'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'microfocus sealed X-ray tube'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                1711
_reflns_number_total             2531
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT V8.38A (?, 2016)'
_computing_data_collection       'SAINT V8.38A (?, 2016)'
_computing_data_reduction        'SAINT V8.38A (?, 2016)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL  (Sheldrick, 2008)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_refine_diff_density_max         0.289
_refine_diff_density_min         -0.256
_refine_diff_density_rms         0.054
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.050
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     293
_refine_ls_number_reflns         2531
_refine_ls_number_restraints     205
_refine_ls_R_factor_all          0.1105
_refine_ls_R_factor_gt           0.0720
_refine_ls_restrained_S_all      1.037
_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)+(0.0692P)²+4.2166P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1622
_refine_ls_wR_factor_ref         0.1837
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H) groups
2. Restrained distances
 O5-H5
 0.85 with sigma of 0.01
 C6-C5 = C6A-C5A = C7-C6 = C7A-C6A = C8A-C7A = C8-C7 = C9A-C5A = C9-C5 = C9A-
 C10A = C9-C10 = C11A-C10A = C11-C10
 1.51 with sigma of 0.01
 O2-C5 \\sim N2-C5 \\sim O2-C5A \\sim N2-C5A
 with sigma of 0.02
3. Uiso/Uaniso restraints and constraints
C9 \\sim C5 \\sim C7 \\sim C11 \\sim C10 \\sim C6 \\sim C8 \\sim C6A \\sim C7A
\\sim C8A \\sim C5A \\sim C9A \\sim C10A \\sim C11A: within 2A with sigma of
0.01 and sigma for terminal atoms of 0.02 within 2A
Uanis(C5A) = Uanis(C5)
4. Others
 Sof(C6A)=Sof(H6AA)=Sof(H6AB)=Sof(C7A)=Sof(H7AA)=Sof(H7AB)=Sof(C8A)=Sof(H8AA)=
 Sof(H8AB)=Sof(H8AC)=Sof(C5A)=Sof(H5AA)=Sof(C9A)=Sof(H9AA)=Sof(H9AB)=Sof(C10A)=
 Sof(H10C)=Sof(H10D)=Sof(C11A)=Sof(H11D)=Sof(H11E)=Sof(H11F)=1-FVAR(1)
 Sof(C9)=Sof(H9A)=Sof(H9B)=Sof(C5)=Sof(H5A)=Sof(C7)=Sof(H7A)=Sof(H7B)=Sof(C11)=
 Sof(H11A)=Sof(H11B)=Sof(H11C)=Sof(C10)=Sof(H10A)=Sof(H10B)=Sof(C6)=Sof(H6A)=
 Sof(H6B)=Sof(C8)=Sof(H8A)=Sof(H8B)=Sof(H8C)=FVAR(1)
5.a Ternary CH refined with riding coordinates:
 C5(H5A), C5A(H5AA)
5.b Secondary CH2 refined with riding coordinates:
 C9(H9A,H9B), C7(H7A,H7B), C10(H10A,H10B), C6(H6A,H6B), C6A(H6AA,H6AB),
 C7A(H7AA,H7AB), C9A(H9AA,H9AB), C10A(H10C,H10D)
5.c Aromatic/amide H refined with riding coordinates:
 C3(H3), C14(H14), C15(H15), C17(H17), C16(H16)
5.d Idealised Me refined as rotating group:
 C13(H13A,H13B,H13C), C12(H12A,H12B,H12C), C11(H11A,H11B,H11C), C8(H8A,H8B,
 H8C), C8A(H8AA,H8AB,H8AC), C11A(H11D,H11E,H11F)
;
_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
V1 V 0.18057(10) 0.39080(7) 0.21961(11) 0.0629(5) Uani 1 1 d . . . . .
O1 O 0.0984(4) 0.3200(3) 0.0770(4) 0.0666(13) Uani 1 1 d . . . . .
O5 O 0.3293(4) 0.3328(3) 0.1737(4) 0.0686(13) Uani 1 1 d D . . . .
H5 H 0.306(6) 0.294(3) 0.115(6) 0.103 Uiso 1 1 d D U . . .
O2 O 0.3083(4) 0.4169(3) 0.3897(4) 0.0788(15) Uani 1 1 d D . . . .
O4 O 0.2023(4) 0.4728(3) 0.1209(4) 0.0698(13) Uani 1 1 d . . . . .
O3 O 0.0841(4) 0.4258(3) 0.2635(5) 0.0832(15) Uani 1 1 d . . . . .
N1 N 0.2125(5) 0.2835(4) 0.3453(5) 0.0641(15) Uani 1 1 d . . . . .
C1 C 0.0454(5) 0.2495(5) 0.0703(7) 0.0634(18) Uani 1 1 d . . . . .
N2 N 0.2968(5) 0.2902(4) 0.4752(5) 0.0820(19) Uani 1 1 d D . . . .
C3 C 0.1619(6) 0.2150(5) 0.3153(7) 0.072(2) Uani 1 1 d . . . . .
H3 H 0.183703 0.174579 0.384168 0.086 Uiso 1 1 calc R U . . .
C2 C 0.0741(6) 0.1946(4) 0.1848(7) 0.0648(18) Uani 1 1 d . . . . .
C14 C -0.0386(6) 0.2281(5) -0.0567(8) 0.085(2) Uani 1 1 d . . . . .
H14 H -0.058930 0.263915 -0.132516 0.102 Uiso 1 1 calc R U . . .
C4 C 0.3415(6) 0.3624(6) 0.4874(7) 0.080(2) Uani 1 1 d . . . . .
C13 C 0.1519(7) 0.5516(5) 0.0896(9) 0.100(3) Uani 1 1 d . . . . .
H13A H 0.134877 0.564238 -0.007174 0.150 Uiso 1 1 calc R U . . .
H13B H 0.202408 0.592074 0.147609 0.150 Uiso 1 1 calc R U . . .
H13C H 0.084357 0.551827 0.107191 0.150 Uiso 1 1 calc R U . . .
C15 C -0.0914(7) 0.1533(7) -0.0693(10) 0.109(3) Uani 1 1 d . . . . .
H15 H -0.146552 0.138391 -0.154570 0.131 Uiso 1 1 calc R U . . .
C17 C 0.0176(7) 0.1199(5) 0.1672(9) 0.091(2) Uani 1 1 d . . . . .
H17 H 0.036298 0.083467 0.241978 0.109 Uiso 1 1 calc R U . . .
C12 C 0.4191(7) 0.3802(5) 0.1695(9) 0.097(3) Uani 1 1 d . . . . .
H12A H 0.421434 0.376457 0.077848 0.146 Uiso 1 1 calc R U . . .
H12B H 0.487855 0.359754 0.237814 0.146 Uiso 1 1 calc R U . . .
H12C H 0.409252 0.436470 0.189841 0.146 Uiso 1 1 calc R U . . .
C9 C 0.4023(15) 0.4198(11) 0.7422(15) 0.107(4) Uani 0.571(10) 1 d D U P A 1
H9A H 0.381688 0.372193 0.783597 0.128 Uiso 0.571(10) 1 calc R U P A 1
H9B H 0.468205 0.443584 0.813376 0.128 Uiso 0.571(10) 1 calc R U P A 1
C5 C 0.4336(10) 0.3904(9) 0.6242(12) 0.107(3) Uani 0.571(10) 1 d D U P A 1
H5A H 0.453213 0.442982 0.593466 0.128 Uiso 0.571(10) 1 calc R U P A 1
C16 C -0.0629(8) 0.0998(6) 0.0445(12) 0.111(3) Uani 1 1 d . . . . .
H16 H -0.100066 0.049867 0.035049 0.133 Uiso 1 1 calc R U . . .
C7 C 0.5946(14) 0.3222(14) 0.5590(17) 0.120(4) Uani 0.571(10) 1 d D U P A 1
H7A H 0.530210 0.304111 0.478831 0.144 Uiso 0.571(10) 1 calc R U P A 1
H7B H 0.611569 0.376133 0.532214 0.144 Uiso 0.571(10) 1 calc R U P A 1
C11 C 0.2858(17) 0.5112(16) 0.831(2) 0.107(6) Uani 0.571(10) 1 d D U P A 1
H11A H 0.217970 0.542607 0.798176 0.161 Uiso 0.571(10) 1 calc R U P A 1
H11B H 0.346344 0.545201 0.888941 0.161 Uiso 0.571(10) 1 calc R U P A 1
H11C H 0.277905 0.465077 0.884143 0.161 Uiso 0.571(10) 1 calc R U P A 1
C10 C 0.3097(13) 0.4811(12) 0.7072(16) 0.108(4) Uani 0.571(10) 1 d D U P A 1
H10A H 0.242308 0.456611 0.640043 0.129 Uiso 0.571(10) 1 calc R U P A 1
H10B H 0.328262 0.527992 0.662260 0.129 Uiso 0.571(10) 1 calc R U P A 1
C6 C 0.5402(12) 0.3456(12) 0.6570(15) 0.109(3) Uani 0.571(10) 1 d D U P A 1
H6A H 0.531636 0.294590 0.700503 0.131 Uiso 0.571(10) 1 calc R U P A 1
H6B H 0.595688 0.377271 0.730411 0.131 Uiso 0.571(10) 1 calc R U P A 1
C8 C 0.6837(16) 0.2727(16) 0.540(2) 0.147(6) Uani 0.571(10) 1 d D U P A 1
H8A H 0.695150 0.291426 0.458289 0.220 Uiso 0.571(10) 1 calc R U P A 1
H8B H 0.661964 0.215923 0.528332 0.220 Uiso 0.571(10) 1 calc R U P A 1
H8C H 0.751769 0.278580 0.620782 0.220 Uiso 0.571(10) 1 calc R U P A 1
C6A C 0.5557(16) 0.3675(13) 0.588(2) 0.111(4) Uani 0.429(10) 1 d D U P A 2
H6AA H 0.618953 0.376507 0.675145 0.133 Uiso 0.429(10) 1 calc R U P A 2
H6AB H 0.556543 0.409953 0.522527 0.133 Uiso 0.429(10) 1 calc R U P A 2
C7A C 0.5671(17) 0.2849(14) 0.530(3) 0.120(4) Uani 0.429(10) 1 d D U P A 2
H7AA H 0.516556 0.244634 0.542130 0.143 Uiso 0.429(10) 1 calc R U P A 2
H7AB H 0.556275 0.287933 0.431544 0.143 Uiso 0.429(10) 1 calc R U P A 2
C8A C 0.6858(18) 0.268(2) 0.621(3) 0.138(7) Uani 0.429(10) 1 d D U P A 2
H8AA H 0.707346 0.215395 0.598013 0.207 Uiso 0.429(10) 1 calc R U P A 2
H8AB H 0.693569 0.267792 0.717720 0.207 Uiso 0.429(10) 1 calc R U P A 2
H8AC H 0.732759 0.309849 0.607802 0.207 Uiso 0.429(10) 1 calc R U P A 2
C5A C 0.4509(13) 0.3739(11) 0.6137(16) 0.107(3) Uani 0.429(10) 1 d D U P A 2
H5AA H 0.453844 0.324605 0.669390 0.128 Uiso 0.429(10) 1 calc R U P A 2
C9A C 0.4248(17) 0.4395(14) 0.697(2) 0.107(4) Uani 0.429(10) 1 d D U P A 2
H9AA H 0.417364 0.489869 0.643930 0.129 Uiso 0.429(10) 1 calc R U P A 2
H9AB H 0.491160 0.445770 0.781524 0.129 Uiso 0.429(10) 1 calc R U P A 2
C10A C 0.3279(19) 0.4378(16) 0.743(2) 0.108(4) Uani 0.429(10) 1 d D U P A 2
H10C H 0.327680 0.386248 0.789549 0.129 Uiso 0.429(10) 1 calc R U P A 2
H10D H 0.258567 0.441774 0.661304 0.129 Uiso 0.429(10) 1 calc R U P A 2
C11A C 0.336(2) 0.509(2) 0.841(3) 0.111(7) Uani 0.429(10) 1 d D U P A 2
H11D H 0.330382 0.559596 0.792495 0.166 Uiso 0.429(10) 1 calc R U P A 2
H11E H 0.406264 0.506127 0.919403 0.166 Uiso 0.429(10) 1 calc R U P A 2
H11F H 0.276278 0.504765 0.874350 0.166 Uiso 0.429(10) 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
V1 O1 1.853(4) . ?
V1 O5 2.352(5) . ?
V1 O2 1.945(4) . ?
V1 O4 1.766(4) . ?
V1 O3 1.590(5) . ?
V1 N1 2.121(6) . ?
O1 C1 1.326(8) . ?
O5 H5 0.848(11) . ?
O5 C12 1.411(8) . ?
O2 C4 1.288(9) . ?
O4 C13 1.420(8) . ?
N1 N2 1.373(7) . ?
N1 C3 1.271(8) . ?
C1 C2 1.413(9) . ?
C1 C14 1.392(9) . ?
N2 C4 1.295(9) . ?
C3 H3 0.9300 . ?
C3 C2 1.432(10) . ?
C2 C17 1.395(10) . ?
C14 H14 0.9300 . ?
C14 C15 1.378(11) . ?
C4 C5 1.529(13) . ?
C4 C5A 1.528(14) . ?
C13 H13A 0.9600 . ?
C13 H13B 0.9600 . ?
C13 H13C 0.9600 . ?
C15 H15 0.9300 . ?
C15 C16 1.395(12) . ?
C17 H17 0.9300 . ?
C17 C16 1.339(11) . ?
C12 H12A 0.9600 . ?
C12 H12B 0.9600 . ?
C12 H12C 0.9600 . ?
C9 H9A 0.9700 . ?
C9 H9B 0.9700 . ?
C9 C5 1.503(10) . ?
C9 C10 1.495(10) . ?
C5 H5A 0.9800 . ?
C5 C6 1.483(9) . ?
C16 H16 0.9300 . ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?
C7 C6 1.488(10) . ?
C7 C8 1.483(10) . ?
C11 H11A 0.9600 . ?
C11 H11B 0.9600 . ?
C11 H11C 0.9600 . ?
C11 C10 1.507(10) . ?
C10 H10A 0.9700 . ?
C10 H10B 0.9700 . ?
C6 H6A 0.9700 . ?
C6 H6B 0.9700 . ?
C8 H8A 0.9600 . ?
C8 H8B 0.9600 . ?
C8 H8C 0.9600 . ?
C6A H6AA 0.9700 . ?
C6A H6AB 0.9700 . ?
C6A C7A 1.503(10) . ?
C6A C5A 1.484(10) . ?
C7A H7AA 0.9700 . ?
C7A H7AB 0.9700 . ?
C7A C8A 1.492(10) . ?
C8A H8AA 0.9600 . ?
C8A H8AB 0.9600 . ?
C8A H8AC 0.9600 . ?
C5A H5AA 0.9800 . ?
C5A C9A 1.487(10) . ?
C9A H9AA 0.9700 . ?
C9A H9AB 0.9700 . ?
C9A C10A 1.503(10) . ?
C10A H10C 0.9700 . ?
C10A H10D 0.9700 . ?
C10A C11A 1.514(10) . ?
C11A H11D 0.9600 . ?
C11A H11E 0.9600 . ?
C11A H11F 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
O1 V1 O5 81.73(18) . . ?
O1 V1 O2 152.4(2) . . ?
O1 V1 N1 83.8(2) . . ?
O2 V1 O5 77.87(18) . . ?
O2 V1 N1 74.2(2) . . ?
O4 V1 O1 100.44(19) . . ?
O4 V1 O5 82.1(2) . . ?
O4 V1 O2 95.0(2) . . ?
O4 V1 N1 159.9(2) . . ?
O3 V1 O1 100.0(2) . . ?
O3 V1 O5 174.9(2) . . ?
O3 V1 O2 98.9(2) . . ?
O3 V1 O4 102.1(2) . . ?
O3 V1 N1 96.4(2) . . ?
N1 V1 O5 79.0(2) . . ?
C1 O1 V1 135.1(4) . . ?
V1 O5 H5 111(5) . . ?
C12 O5 V1 122.5(4) . . ?
C12 O5 H5 117(5) . . ?
C4 O2 V1 118.1(5) . . ?
C13 O4 V1 130.8(5) . . ?
N2 N1 V1 115.4(5) . . ?
C3 N1 V1 127.7(5) . . ?
C3 N1 N2 116.9(6) . . ?
O1 C1 C2 122.5(6) . . ?
O1 C1 C14 118.0(7) . . ?
C14 C1 C2 119.4(7) . . ?
C4 N2 N1 109.1(6) . . ?
N1 C3 H3 117.2 . . ?
N1 C3 C2 125.7(7) . . ?
C2 C3 H3 117.2 . . ?
C1 C2 C3 120.1(7) . . ?
C17 C2 C1 119.0(7) . . ?
C17 C2 C3 120.9(7) . . ?
C1 C14 H14 120.3 . . ?
C15 C14 C1 119.4(8) . . ?
C15 C14 H14 120.3 . . ?
O2 C4 N2 123.1(7) . . ?
O2 C4 C5 115.3(9) . . ?
O2 C4 C5A 120.5(10) . . ?
N2 C4 C5 121.5(9) . . ?
N2 C4 C5A 115.5(9) . . ?
O4 C13 H13A 109.5 . . ?
O4 C13 H13B 109.5 . . ?
O4 C13 H13C 109.5 . . ?
H13A C13 H13B 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
C14 C15 H15 119.6 . . ?
C14 C15 C16 120.7(8) . . ?
C16 C15 H15 119.6 . . ?
C2 C17 H17 119.4 . . ?
C16 C17 C2 121.2(8) . . ?
C16 C17 H17 119.4 . . ?
O5 C12 H12A 109.5 . . ?
O5 C12 H12B 109.5 . . ?
O5 C12 H12C 109.5 . . ?
H12A C12 H12B 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
H9A C9 H9B 107.2 . . ?
C5 C9 H9A 108.0 . . ?
C5 C9 H9B 108.0 . . ?
C10 C9 H9A 108.0 . . ?
C10 C9 H9B 108.0 . . ?
C10 C9 C5 117.2(13) . . ?
C4 C5 H5A 99.7 . . ?
C9 C5 C4 119.1(11) . . ?
C9 C5 H5A 99.7 . . ?
C6 C5 C4 113.2(11) . . ?
C6 C5 C9 119.2(11) . . ?
C6 C5 H5A 99.7 . . ?
C15 C16 H16 119.9 . . ?
C17 C16 C15 120.2(8) . . ?
C17 C16 H16 119.9 . . ?
H7A C7 H7B 104.3 . . ?
C6 C7 H7A 100.4 . . ?
C6 C7 H7B 100.4 . . ?
C8 C7 H7A 100.4 . . ?
C8 C7 H7B 100.4 . . ?
C8 C7 C6 145.6(18) . . ?
H11A C11 H11B 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
C10 C11 H11A 109.5 . . ?
C10 C11 H11B 109.5 . . ?
C10 C11 H11C 109.5 . . ?
C9 C10 C11 114.8(15) . . ?
C9 C10 H10A 108.6 . . ?
C9 C10 H10B 108.6 . . ?
C11 C10 H10A 108.6 . . ?
C11 C10 H10B 108.6 . . ?
H10A C10 H10B 107.6 . . ?
C5 C6 C7 127.8(14) . . ?
C5 C6 H6A 105.4 . . ?
C5 C6 H6B 105.4 . . ?
C7 C6 H6A 105.4 . . ?
C7 C6 H6B 105.4 . . ?
H6A C6 H6B 106.0 . . ?
C7 C8 H8A 109.5 . . ?
C7 C8 H8B 109.5 . . ?
C7 C8 H8C 109.5 . . ?
H8A C8 H8B 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
H6AA C6A H6AB 107.9 . . ?
C7A C6A H6AA 109.2 . . ?
C7A C6A H6AB 109.2 . . ?
C5A C6A H6AA 109.2 . . ?
C5A C6A H6AB 109.2 . . ?
C5A C6A C7A 111.9(18) . . ?
C6A C7A H7AA 112.1 . . ?
C6A C7A H7AB 112.1 . . ?
H7AA C7A H7AB 109.7 . . ?
C8A C7A C6A 98(2) . . ?
C8A C7A H7AA 112.1 . . ?
C8A C7A H7AB 112.1 . . ?
C7A C8A H8AA 109.5 . . ?
C7A C8A H8AB 109.5 . . ?
C7A C8A H8AC 109.5 . . ?
H8AA C8A H8AB 109.5 . . ?
H8AA C8A H8AC 109.5 . . ?
H8AB C8A H8AC 109.5 . . ?
C4 C5A H5AA 102.4 . . ?
C6A C5A C4 116.9(14) . . ?
C6A C5A H5AA 102.4 . . ?
C6A C5A C9A 125.5(15) . . ?
C9A C5A C4 103.8(14) . . ?
C9A C5A H5AA 102.4 . . ?
C5A C9A H9AA 106.1 . . ?
C5A C9A H9AB 106.1 . . ?
C5A C9A C10A 125(2) . . ?
H9AA C9A H9AB 106.3 . . ?
C10A C9A H9AA 106.1 . . ?
C10A C9A H9AB 106.1 . . ?
C9A C10A H10C 109.6 . . ?
C9A C10A H10D 109.6 . . ?
C9A C10A C11A 110(2) . . ?
H10C C10A H10D 108.1 . . ?
C11A C10A H10C 109.6 . . ?
C11A C10A H10D 109.6 . . ?
C10A C11A H11D 109.5 . . ?
C10A C11A H11E 109.5 . . ?
C10A C11A H11F 109.5 . . ?
H11D C11A H11E 109.5 . . ?
H11D C11A H11F 109.5 . . ?
H11E C11A H11F 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
V1 O1 C1 C2 -24.7(10) . . . . ?
V1 O1 C1 C14 158.0(5) . . . . ?
V1 O2 C4 N2 2.8(10) . . . . ?
V1 O2 C4 C5 -173.4(7) . . . . ?
V1 O2 C4 C5A 171.0(10) . . . . ?
V1 N1 N2 C4 -3.0(8) . . . . ?
V1 N1 C3 C2 3.2(11) . . . . ?
O1 V1 O4 C13 104.7(6) . . . . ?
O1 C1 C2 C3 1.4(10) . . . . ?
O1 C1 C2 C17 -177.0(6) . . . . ?
O1 C1 C14 C15 176.6(7) . . . . ?
O5 V1 O1 C1 106.1(6) . . . . ?
O5 V1 O4 C13 -175.3(6) . . . . ?
O2 V1 O1 C1 63.4(8) . . . . ?
O2 V1 O4 C13 -98.3(6) . . . . ?
O2 C4 C5 C9 96.9(14) . . . . ?
O2 C4 C5 C6 -115.1(13) . . . . ?
O2 C4 C5A C6A -69.7(18) . . . . ?
O2 C4 C5A C9A 73.0(17) . . . . ?
O4 V1 O1 C1 -173.6(6) . . . . ?
O3 V1 O1 C1 -69.1(6) . . . . ?
O3 V1 O4 C13 1.9(6) . . . . ?
N1 V1 O1 C1 26.3(6) . . . . ?
N1 V1 O4 C13 -154.7(7) . . . . ?
N1 N2 C4 O2 0.3(11) . . . . ?
N1 N2 C4 C5 176.4(8) . . . . ?
N1 N2 C4 C5A -168.4(10) . . . . ?
N1 C3 C2 C1 7.2(11) . . . . ?
N1 C3 C2 C17 -174.4(7) . . . . ?
C1 C2 C17 C16 -0.2(12) . . . . ?
C1 C14 C15 C16 1.2(14) . . . . ?
N2 N1 C3 C2 -178.2(6) . . . . ?
N2 C4 C5 C9 -79.4(16) . . . . ?
N2 C4 C5 C6 68.5(16) . . . . ?
N2 C4 C5A C6A 99.3(16) . . . . ?
N2 C4 C5A C9A -118.0(14) . . . . ?
C3 N1 N2 C4 178.2(7) . . . . ?
C3 C2 C17 C16 -178.6(8) . . . . ?
C2 C1 C14 C15 -0.8(11) . . . . ?
C2 C17 C16 C15 0.6(14) . . . . ?
C14 C1 C2 C3 178.7(6) . . . . ?
C14 C1 C2 C17 0.3(10) . . . . ?
C14 C15 C16 C17 -1.1(15) . . . . ?
C4 C5 C6 C7 42(3) . . . . ?
C4 C5A C9A C10A 53(3) . . . . ?
C9 C5 C6 C7 -170.3(18) . . . . ?
C5 C9 C10 C11 -177.2(17) . . . . ?
C10 C9 C5 C4 -48(2) . . . . ?
C10 C9 C5 C6 165.7(16) . . . . ?
C8 C7 C6 C5 -168(3) . . . . ?
C6A C5A C9A C10A -169(2) . . . . ?
C7A C6A C5A C4 -60(2) . . . . ?
C7A C6A C5A C9A 166.7(19) . . . . ?
C5A C6A C7A C8A -134(2) . . . . ?
C5A C9A C10A C11A 172(2) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
# start Validation Reply Form
_vrf_THETM01_complex3            
;
PROBLEM: The value of sine(theta_max)/wavelength is less than 0.550
RESPONSE: crystal was very weakly diffracting and the data beyond 
	  point was intentionally kept omitted
;
# end Validation Reply Form
