# Electronic Supplementary Material (ESI) for Journal of Materials Chemistry C.
# This journal is © The Royal Society of Chemistry 2019

####################################################################### 
# 
# 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_1
_database_code_depnum_ccdc_archive 'CCDC 1906451'
loop_
_audit_author_name
_audit_author_address
'zhiyuan Yao'
;Nanjing Tech university
China
;
_audit_update_record             
;
2019-08-01 deposited with the CCDC.	2019-09-30 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2016/6
_shelx_SHELXL_version_number     2016/6
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C3 H12 N2 O10 V4'
_chemical_formula_weight         439.91

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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/n'
_space_group_name_Hall           '-P 2yn'

_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+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   8.0052(8)
_cell_length_b                   10.0066(9)
_cell_length_c                   15.6982(14)
_cell_angle_alpha                90
_cell_angle_beta                 100.691(4)
_cell_angle_gamma                90
_cell_volume                     1235.7(2)
_cell_formula_units_Z            4
_cell_measurement_temperature    313(2)
_cell_measurement_reflns_used    1937
_cell_measurement_theta_min      3.2942
_cell_measurement_theta_max      27.4471

_exptl_crystal_description       block
_exptl_crystal_colour            black
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    2.365
_exptl_crystal_F_000             864
_exptl_transmission_factor_min   0.5548
_exptl_transmission_factor_max   0.7456
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_absorpt_coefficient_mu    2.980
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_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  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            5839
_diffrn_reflns_av_unetI/netI     0.0664
_diffrn_reflns_av_R_equivalents  0.0388
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_theta_min         2.426
_diffrn_reflns_theta_max         27.503
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.975
_diffrn_measured_fraction_theta_full 0.972
_diffrn_reflns_Laue_measured_fraction_max 0.975
_diffrn_reflns_Laue_measured_fraction_full 0.972
_diffrn_reflns_point_group_measured_fraction_max 0.975
_diffrn_reflns_point_group_measured_fraction_full 0.972
_reflns_number_total             2766
_reflns_number_gt                1843
_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       'Bruker SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-2016/6 (Sheldrick, 2016)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_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)+(0.0483P)²+3.0759P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         2766
_refine_ls_number_parameters     185
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0895
_refine_ls_R_factor_gt           0.0520
_refine_ls_wR_factor_ref         0.1309
_refine_ls_wR_factor_gt          0.1175
_refine_ls_goodness_of_fit_ref   1.100
_refine_ls_restrained_S_all      1.100
_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
V1 V 0.28671(12) 0.45253(8) 0.52791(6) 0.0120(2) Uani 1 1 d . . . . .
V2 V 0.57161(11) 0.23744(8) 0.45978(5) 0.0102(2) Uani 1 1 d . . . . .
V3 V 0.21308(12) 0.05546(8) 0.47253(6) 0.0112(2) Uani 1 1 d . . . . .
V4 V -0.05779(11) 0.25784(9) 0.55620(5) 0.0105(2) Uani 1 1 d . . . . .
O1 O 0.2464(4) 0.6302(3) 0.5026(2) 0.0160(9) Uani 1 1 d . . . . .
O2 O 0.0956(5) 0.3731(4) 0.5092(3) 0.0205(9) Uani 1 1 d . . . . .
O3 O 0.3737(5) 0.4368(4) 0.6311(3) 0.0251(10) Uani 1 1 d . . . . .
O4 O 0.4113(5) 0.3823(3) 0.4620(2) 0.0163(9) Uani 1 1 d . . . . .
O5 O 0.5656(5) 0.2085(4) 0.3585(2) 0.0227(9) Uani 1 1 d . . . . .
O6 O 0.4111(5) 0.1227(3) 0.4999(2) 0.0179(9) Uani 1 1 d . . . . .
O7 O 0.1285(5) 0.0997(4) 0.3728(2) 0.0236(10) Uani 1 1 d . . . . .
O8 O 0.2425(5) -0.1267(3) 0.4767(2) 0.0148(8) Uani 1 1 d . . . . .
O9 O 0.0965(5) 0.1121(4) 0.5461(2) 0.0164(9) Uani 1 1 d . . . . .
O10 O -0.0354(5) 0.2851(4) 0.6585(2) 0.0244(10) Uani 1 1 d . . . . .
N1 N 0.3427(7) 0.2749(6) 0.7692(4) 0.0243(12) Uani 1 1 d . . . . .
N2 N 0.8421(6) 0.0782(5) 0.7643(3) 0.0279(13) Uani 1 1 d . . . . .
H10 H 0.835525 0.017242 0.722490 0.042 Uiso 1 1 calc R U . . .
H11 H 0.917691 0.051988 0.810173 0.042 Uiso 1 1 calc R U . . .
H12 H 0.874506 0.156034 0.745223 0.042 Uiso 1 1 calc R U . . .
C1 C 0.3627(8) 0.1364(6) 0.7406(4) 0.0312(16) Uani 1 1 d . . . . .
H5 H 0.272347 0.115687 0.692147 0.037 Uiso 1 1 calc R U . . .
H4 H 0.353285 0.075460 0.787525 0.037 Uiso 1 1 calc R U . . .
C2 C 0.5396(9) 0.1161(8) 0.7126(4) 0.0395(18) Uani 1 1 d . . . . .
H6 H 0.533825 0.039843 0.673958 0.047 Uiso 1 1 calc R U . . .
H7 H 0.567162 0.194484 0.681603 0.047 Uiso 1 1 calc R U . . .
C3 C 0.6724(9) 0.0938(7) 0.7893(4) 0.0353(17) Uani 1 1 d . . . . .
H8 H 0.645966 0.013988 0.819278 0.042 Uiso 1 1 calc R U . . .
H13 H 0.675327 0.168831 0.828642 0.042 Uiso 1 1 calc R U . . .
H1 H 0.327(9) 0.326(7) 0.719(5) 0.05(2) Uiso 1 1 d . . . . .
H2 H 0.248(9) 0.285(7) 0.789(4) 0.04(2) Uiso 1 1 d . . . . .
H3 H 0.443(11) 0.299(8) 0.817(5) 0.08(3) Uiso 1 1 d . . . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
V1 O3 1.648(4) . ?
V1 O2 1.701(4) . ?
V1 O4 1.715(4) . ?
V1 O1 1.838(4) . ?
V2 O5 1.607(4) . ?
V2 O6 1.915(4) . ?
V2 O4 1.940(4) . ?
V2 O8 1.972(4) 3_656 ?
V2 O1 1.976(4) 3_666 ?
V2 V4 3.0770(12) 1_655 ?
V3 O7 1.647(4) . ?
V3 O6 1.702(4) . ?
V3 O9 1.710(4) . ?
V3 O8 1.837(3) . ?
V4 O10 1.606(4) . ?
V4 O2 1.928(4) . ?
V4 O9 1.937(4) . ?
V4 O1 1.967(4) 3_566 ?
V4 O8 1.973(4) 3_556 ?
N1 C1 1.475(8) . ?
N1 H1 0.93(7) . ?
N1 H2 0.88(7) . ?
N1 H3 1.02(9) . ?
N2 C3 1.491(8) . ?
N2 H10 0.8900 . ?
N2 H11 0.8900 . ?
N2 H12 0.8900 . ?
C1 C2 1.572(10) . ?
C1 H5 0.9700 . ?
C1 H4 0.9700 . ?
C2 C3 1.468(9) . ?
C2 H6 0.9700 . ?
C2 H7 0.9700 . ?
C3 H8 0.9700 . ?
C3 H13 0.9700 . ?

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
O3 V1 O2 109.1(2) . . ?
O3 V1 O4 111.5(2) . . ?
O2 V1 O4 108.02(19) . . ?
O3 V1 O1 109.29(18) . . ?
O2 V1 O1 107.38(17) . . ?
O4 V1 O1 111.38(17) . . ?
O5 V2 O6 108.58(19) . . ?
O5 V2 O4 104.68(18) . . ?
O6 V2 O4 87.43(15) . . ?
O5 V2 O8 106.27(18) . 3_656 ?
O6 V2 O8 89.21(15) . 3_656 ?
O4 V2 O8 148.29(16) . 3_656 ?
O5 V2 O1 107.55(18) . 3_666 ?
O6 V2 O1 143.68(16) . 3_666 ?
O4 V2 O1 87.01(15) . 3_666 ?
O8 V2 O1 77.30(15) 3_656 3_666 ?
O5 V2 V4 110.35(15) . 1_655 ?
O6 V2 V4 121.50(12) . 1_655 ?
O4 V2 V4 121.49(12) . 1_655 ?
O8 V2 V4 38.75(10) 3_656 1_655 ?
O1 V2 V4 38.60(10) 3_666 1_655 ?
O7 V3 O6 109.5(2) . . ?
O7 V3 O9 111.9(2) . . ?
O6 V3 O9 107.28(19) . . ?
O7 V3 O8 109.15(19) . . ?
O6 V3 O8 106.03(17) . . ?
O9 V3 O8 112.77(18) . . ?
O10 V4 O2 108.66(19) . . ?
O10 V4 O9 104.78(18) . . ?
O2 V4 O9 87.59(16) . . ?
O10 V4 O1 107.84(18) . 3_566 ?
O2 V4 O1 88.15(15) . 3_566 ?
O9 V4 O1 146.72(16) . 3_566 ?
O10 V4 O8 108.31(19) . 3_556 ?
O2 V4 O8 142.87(17) . 3_556 ?
O9 V4 O8 86.33(15) . 3_556 ?
O1 V4 O8 77.48(15) 3_566 3_556 ?
O10 V4 V2 114.96(15) . 1_455 ?
O2 V4 V2 118.41(12) . 1_455 ?
O9 V4 V2 118.76(12) . 1_455 ?
O1 V4 V2 38.81(10) 3_566 1_455 ?
O8 V4 V2 38.72(10) 3_556 1_455 ?
V1 O1 V4 137.8(2) . 3_566 ?
V1 O1 V2 119.58(18) . 3_666 ?
V4 O1 V2 102.59(16) 3_566 3_666 ?
V1 O2 V4 146.1(2) . . ?
V1 O4 V2 141.0(2) . . ?
V3 O6 V2 143.5(2) . . ?
V3 O8 V2 131.0(2) . 3_656 ?
V3 O8 V4 124.5(2) . 3_556 ?
V2 O8 V4 102.53(15) 3_656 3_556 ?
V3 O9 V4 137.8(2) . . ?
C1 N1 H1 105(5) . . ?
C1 N1 H2 112(4) . . ?
H1 N1 H2 104(6) . . ?
C1 N1 H3 109(5) . . ?
H1 N1 H3 118(6) . . ?
H2 N1 H3 109(6) . . ?
C3 N2 H10 109.5 . . ?
C3 N2 H11 109.5 . . ?
H10 N2 H11 109.5 . . ?
C3 N2 H12 109.5 . . ?
H10 N2 H12 109.5 . . ?
H11 N2 H12 109.5 . . ?
N1 C1 C2 111.2(5) . . ?
N1 C1 H5 109.4 . . ?
C2 C1 H5 109.4 . . ?
N1 C1 H4 109.4 . . ?
C2 C1 H4 109.4 . . ?
H5 C1 H4 108.0 . . ?
C3 C2 C1 110.1(6) . . ?
C3 C2 H6 109.6 . . ?
C1 C2 H6 109.6 . . ?
C3 C2 H7 109.6 . . ?
C1 C2 H7 109.6 . . ?
H6 C2 H7 108.2 . . ?
C2 C3 N2 110.9(6) . . ?
C2 C3 H8 109.5 . . ?
N2 C3 H8 109.5 . . ?
C2 C3 H13 109.5 . . ?
N2 C3 H13 109.5 . . ?
H8 C3 H13 108.0 . . ?

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
O3 V1 O1 V4 -131.3(3) . . . 3_566 ?
O2 V1 O1 V4 -13.1(3) . . . 3_566 ?
O4 V1 O1 V4 105.0(3) . . . 3_566 ?
O3 V1 O1 V2 48.3(3) . . . 3_666 ?
O2 V1 O1 V2 166.5(2) . . . 3_666 ?
O4 V1 O1 V2 -75.4(2) . . . 3_666 ?
O3 V1 O2 V4 -8.0(5) . . . . ?
O4 V1 O2 V4 113.5(4) . . . . ?
O1 V1 O2 V4 -126.3(4) . . . . ?
O3 V1 O4 V2 31.4(4) . . . . ?
O2 V1 O4 V2 -88.5(4) . . . . ?
O1 V1 O4 V2 153.8(3) . . . . ?
O7 V3 O6 V2 3.4(4) . . . . ?
O9 V3 O6 V2 -118.2(4) . . . . ?
O8 V3 O6 V2 121.1(4) . . . . ?
O7 V3 O8 V2 141.1(3) . . . 3_656 ?
O6 V3 O8 V2 23.3(3) . . . 3_656 ?
O9 V3 O8 V2 -93.8(3) . . . 3_656 ?
O7 V3 O8 V4 -58.1(3) . . . 3_556 ?
O6 V3 O8 V4 -175.9(2) . . . 3_556 ?
O9 V3 O8 V4 66.9(3) . . . 3_556 ?
O7 V3 O9 V4 -26.6(4) . . . . ?
O6 V3 O9 V4 93.5(3) . . . . ?
O8 V3 O9 V4 -150.1(3) . . . . ?
N1 C1 C2 C3 81.6(7) . . . . ?
C1 C2 C3 N2 -178.3(5) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
N2 H10 O7 0.89 1.96 2.836(6) 166.8 3_656
N2 H11 O3 0.89 2.10 2.913(6) 152.1 2_646
N2 H11 O4 0.89 2.48 3.075(6) 124.6 4_666
N2 H12 O5 0.89 2.52 2.994(6) 114.2 4_666
N2 H12 O10 0.89 2.10 2.934(7) 155.9 1_655
C1 H5 O9 0.97 2.46 3.393(8) 161.7 .
C2 H6 O5 0.97 2.63 3.486(9) 147.3 3_656
C3 H8 O10 0.97 2.50 3.428(8) 159.3 2_546
C3 H13 O7 0.97 2.47 3.380(8) 156.8 4_666
N1 H1 O3 0.93(7) 1.86(8) 2.753(7) 160(7) .
N1 H2 O5 0.88(7) 1.98(7) 2.841(7) 167(6) 4_566
N1 H3 O7 1.02(9) 1.88(9) 2.842(7) 157(7) 4_666

_refine_diff_density_max         0.987
_refine_diff_density_min         -0.641
_refine_diff_density_rms         0.160

####################################################################### 
# 
# 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_1_CCDC1
_database_code_depnum_ccdc_archive 'CCDC 1906452'
loop_
_audit_author_name
_audit_author_address
'zhiyuan Yao'
;Nanjing Tech university
China
;
_audit_update_record             
;
2019-09-04 deposited with the CCDC.	2019-09-30 downloaded from the CCDC.
;
_audit_creation_date             2019-07-30
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelxl_version_number           2014-3
_chemical_name_common            ?
_chemical_name_systematic        
;
 ?
;
_chemical_formula_moiety         '0.5(O20 V8), C3 H12 N2'
_chemical_formula_sum            'C3 H12 N2 O10 V4'
_chemical_formula_weight         439.91
_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           15
_space_group_name_H-M_alt        'C 2/c'
_space_group_name_Hall           '-C 2yc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'

_cell_length_a                   7.9959(11)
_cell_length_b                   10.0451(11)
_cell_length_c                   15.538(2)
_cell_angle_alpha                90
_cell_angle_beta                 103.935(4)
_cell_angle_gamma                90
_cell_volume                     1211.3(3)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    1510
_cell_measurement_temperature    330(2)
_cell_measurement_theta_max      27.405
_cell_measurement_theta_min      3.317
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    3.040
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.5881
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1145 before and 0.0469 after correction.
The Ratio of minimum to maximum transmission is 0.7888.
The λ/2 correction factor is Not present.
;
_exptl_crystal_colour            black
_exptl_crystal_density_diffrn    2.412
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             864
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_special_details           
;
 ?
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0346
_diffrn_reflns_av_unetI/netI     0.0568
_diffrn_reflns_Laue_measured_fraction_full 0.972
_diffrn_reflns_Laue_measured_fraction_max 0.976
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            2939
_diffrn_reflns_point_group_measured_fraction_full 0.972
_diffrn_reflns_point_group_measured_fraction_max 0.976
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.502
_diffrn_reflns_theta_min         3.317
_diffrn_ambient_temperature      330.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.972
_diffrn_measured_fraction_theta_max 0.976
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                1083
_reflns_number_total             1359
_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 v8.37A (Bruker, 2015)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT v8.37A (Bruker, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    ?
_refine_diff_density_max         0.650
_refine_diff_density_min         -0.688
_refine_diff_density_rms         0.146
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.101
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     112
_refine_ls_number_reflns         1359
_refine_ls_number_restraints     54
_refine_ls_R_factor_all          0.0631
_refine_ls_R_factor_gt           0.0463
_refine_ls_restrained_S_all      1.098
_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)+(0.0338P)²+8.9582P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1001
_refine_ls_wR_factor_ref         0.1057
_refine_special_details          
;
 ?
;
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H,H) groups
 At 1.5 times of:
  All N(H,H,H) groups
2. Rigid bond restraints
 N1, N2, C1A, C1B, C2
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
3. Uiso/Uaniso restraints and constraints
N1 \\sim N2 \\sim C1A \\sim C1B \\sim C2: within 2A with sigma of 0.01 and
sigma for terminal atoms of 0.02
4. Others
 Sof(N2)=Sof(H2A)=Sof(H2B)=Sof(H2C)=Sof(C1B)=Sof(H1BA)=Sof(H1BB)=Sof(H2AA)=1-
 FVAR(1)
 Sof(N1)=Sof(H1A)=Sof(H1B)=Sof(H1C)=Sof(C1A)=Sof(H1AA)=Sof(H1AB)=Sof(H2BB)=
 FVAR(1)
 Fixed Sof: C2(0.5)
5.a Secondary CH2 refined with riding coordinates:
 C1A(H1AA,H1AB), C1B(H1BA,H1BB)
5.b Aromatic/amide H refined with riding coordinates:
 C2(H2BB), C2(H2AA)
5.c Idealised Me refined as rotating group:
 N1(H1A,H1B,H1C), N2(H2A,H2B,H2C)
;
_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
V1 V 0.79095(10) 0.55149(7) 0.52843(6) 0.0143(2) Uani 1 1 d . . . . .
V2 V 0.44050(10) 0.74052(7) 0.55009(5) 0.0140(2) Uani 1 1 d . . . . .
O1 O 0.8932(5) 0.5798(4) 0.6310(2) 0.0280(8) Uani 1 1 d . . . . .
O2 O 0.7543(4) 0.3719(3) 0.5117(2) 0.0198(8) Uani 1 1 d . . . . .
O3 O 0.8989(4) 0.6154(3) 0.4537(2) 0.0195(7) Uani 1 1 d . . . . .
O4 O 0.5942(4) 0.6243(3) 0.5075(3) 0.0249(8) Uani 1 1 d . . . . .
O5 O 0.4605(5) 0.7110(4) 0.6534(2) 0.0312(9) Uani 1 1 d . . . . .
N1 N 0.7460(8) 0.4858(7) 0.2783(4) 0.0288(16) Uani 0.761(11) 1 d . U P A -1
H1A H 0.8093 0.5241 0.3270 0.043 Uiso 0.761(11) 1 calc GR . P A -1
H1B H 0.8150 0.4516 0.2468 0.043 Uiso 0.761(11) 1 calc GR . P A -1
H1C H 0.6825 0.4212 0.2935 0.043 Uiso 0.761(11) 1 calc GR . P A -1
C1A C 0.6330(13) 0.5852(11) 0.2250(8) 0.053(2) Uani 0.761(11) 1 d . U P A -1
H1AA H 0.5701 0.5461 0.1696 0.064 Uiso 0.761(11) 1 calc R . P A -1
H1AB H 0.7006 0.6592 0.2117 0.064 Uiso 0.761(11) 1 calc R . P A -1
N2 N 0.810(3) 0.569(3) 0.2649(18) 0.056(5) Uani 0.239(11) 1 d . U P A -2
H2A H 0.8857 0.5718 0.3172 0.084 Uiso 0.239(11) 1 calc GR . P A -2
H2B H 0.8556 0.6067 0.2239 0.084 Uiso 0.239(11) 1 calc GR . P A -2
H2C H 0.7828 0.4849 0.2500 0.084 Uiso 0.239(11) 1 calc GR . P A -2
C1B C 0.685(4) 0.627(3) 0.269(2) 0.046(4) Uani 0.239(11) 1 d . U P A -2
H1BA H 0.6727 0.6815 0.2165 0.055 Uiso 0.239(11) 1 calc R . P A -2
H1BB H 0.7369 0.6875 0.3173 0.055 Uiso 0.239(11) 1 calc R . P A -2
C2 C 0.509(2) 0.6332(14) 0.2778(9) 0.057(3) Uani 0.5 1 d . U P . .
H2BB H 0.4776 0.6499 0.3306 0.068 Uiso 0.761(11) 1 calc R . P A -1
H2AA H 0.4481 0.6357 0.3217 0.068 Uiso 0.239(11) 1 calc R . 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 1.632(4) . ?
V1 O2 1.837(3) . ?
V1 O3 1.728(3) . ?
V1 O4 1.694(3) . ?
V2 V2 3.0751(16) 7_566 ?
V2 O2 1.975(3) 5_666 ?
V2 O2 1.971(3) 3_455 ?
V2 O3 1.945(3) 7_666 ?
V2 O4 1.924(3) . ?
V2 O5 1.602(4) . ?
O2 V2 1.975(3) 5_666 ?
O2 V2 1.971(3) 3_545 ?
O3 V2 1.945(3) 7_666 ?
N1 H1A 0.8900 . ?
N1 H1B 0.8900 . ?
N1 H1C 0.8900 . ?
N1 C1A 1.462(12) . ?
C1A H1AA 0.9700 . ?
C1A H1AB 0.9700 . ?
C1A C2 1.509(19) . ?
N2 H2A 0.8900 . ?
N2 H2B 0.8900 . ?
N2 H2C 0.8900 . ?
N2 C1B 1.17(3) . ?
C1B H1BA 0.9700 . ?
C1B H1BB 0.9700 . ?
C1B C2 1.45(3) . ?
C2 C2 0.84(3) 2_655 ?
C2 H2BB 0.9300 . ?
C2 H2AA 0.9300 . ?

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 109.58(18) . . ?
O1 V1 O3 112.17(18) . . ?
O1 V1 O4 109.62(18) . . ?
O3 V1 O2 110.98(16) . . ?
O4 V1 O2 106.74(15) . . ?
O4 V1 O3 107.57(17) . . ?
O2 V2 V2 38.86(9) 3_455 7_566 ?
O2 V2 V2 38.76(9) 5_666 7_566 ?
O2 V2 O2 77.62(14) 3_455 5_666 ?
O3 V2 V2 121.28(11) 7_666 7_566 ?
O3 V2 O2 87.07(13) 7_666 3_455 ?
O3 V2 O2 149.27(15) 7_666 5_666 ?
O4 V2 V2 120.03(11) . 7_566 ?
O4 V2 O2 88.88(14) . 5_666 ?
O4 V2 O2 143.16(16) . 3_455 ?
O4 V2 O3 87.71(14) . 7_666 ?
O5 V2 V2 111.49(15) . 7_566 ?
O5 V2 O2 104.94(17) . 5_666 ?
O5 V2 O2 108.24(18) . 3_455 ?
O5 V2 O3 105.12(17) . 7_666 ?
O5 V2 O4 108.33(18) . . ?
V1 O2 V2 122.12(17) . 3_545 ?
V1 O2 V2 135.28(18) . 5_666 ?
V2 O2 V2 102.38(14) 3_545 5_666 ?
V1 O3 V2 137.5(2) . 7_666 ?
V1 O4 V2 146.8(2) . . ?
H1A N1 H1B 109.5 . . ?
H1A N1 H1C 109.5 . . ?
H1B N1 H1C 109.5 . . ?
C1A N1 H1A 109.5 . . ?
C1A N1 H1B 109.5 . . ?
C1A N1 H1C 109.5 . . ?
N1 C1A H1AA 110.1 . . ?
N1 C1A H1AB 110.1 . . ?
N1 C1A C2 108.0(9) . . ?
H1AA C1A H1AB 108.4 . . ?
C2 C1A H1AA 110.1 . . ?
C2 C1A H1AB 110.1 . . ?
H2A N2 H2B 109.5 . . ?
H2A N2 H2C 109.5 . . ?
H2B N2 H2C 109.5 . . ?
C1B N2 H2A 109.5 . . ?
C1B N2 H2B 109.5 . . ?
C1B N2 H2C 109.5 . . ?
N2 C1B H1BA 98.5 . . ?
N2 C1B H1BB 98.5 . . ?
N2 C1B C2 152(3) . . ?
H1BA C1B H1BB 103.8 . . ?
C2 C1B H1BA 98.5 . . ?
C2 C1B H1BB 98.5 . . ?
C1A C2 H2BB 152.8 . . ?
C1B C2 H2AA 139.6 . . ?
C2 C2 C1A 54.3(19) 2_655 . ?
C2 C2 C1B 81(3) 2_655 . ?
C2 C2 H2BB 152.8 2_655 . ?
C2 C2 H2AA 139.6 2_655 . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
N1 H1A O3 0.89 2.13 3.003(7) 165.1 .
N1 H1B O1 0.89 2.07 2.890(7) 153.5 6_565
N1 H1C O5 0.89 2.05 2.934(8) 171.0 5_666
N2 H2A O1 0.89 2.33 2.94(3) 126.3 5_766
N2 H2A O3 0.89 2.14 2.89(3) 140.4 .
N2 H2A O5 0.89 2.49 2.96(3) 113.0 7_666
N2 H2B O5 0.89 2.39 3.21(3) 154.5 8_565
N2 H2C O1 0.89 2.33 2.77(3) 110.9 6_565

_olex2_submission_special_instructions 'No special instructions were received'
