# Electronic Supplementary Material (ESI) for ChemComm.
# This journal is © The Royal Society of Chemistry 2021

####################################################################### 
# 
# 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_JD-NO2Ph-NMe_NMe-H
_database_code_depnum_ccdc_archive 'CCDC 2087870'
loop_
_audit_author_name
_audit_author_address
'JUGAL KISHORE RAI DEKA'
;Shiv Nadar University
India
;
_audit_update_record             
;
2021-06-03 deposited with the CCDC.	2021-09-28 downloaded from the CCDC.
;
_audit_creation_date             2020-11-18
_audit_creation_method           
;
Olex2 1.2-alpha
(compiled 2017.03.28 svn.r3405 for OlexSys, GUI svn.r5337)
;
_shelx_SHELXL_version_number     2017/1
_chemical_name_common            ?
_chemical_name_systematic        N,N'-dimethyl-4-nitrobenzohydrazide
_chemical_formula_moiety         'C9 H11 N3 O3'
_chemical_formula_sum            'C9 H11 N3 O3'
_chemical_formula_weight         209.21
_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                   6.8686(9)
_cell_length_b                   21.053(3)
_cell_length_c                   7.1521(9)
_cell_angle_alpha                90
_cell_angle_beta                 95.021(4)
_cell_angle_gamma                90
_cell_volume                     1030.2(2)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    1420
_cell_measurement_temperature    295(2)
_cell_measurement_theta_max      25.00
_cell_measurement_theta_min      3.45
_shelx_estimated_absorpt_T_max   0.996
_shelx_estimated_absorpt_T_min   0.977
_exptl_absorpt_coefficient_mu    0.104
_exptl_absorpt_correction_T_max  0.9705
_exptl_absorpt_correction_T_min  0.8814
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_process_details   
;
SADABS-2014/5 (Bruker,2014/5) was used for absorption correction.
wR2(int) was 0.0977 before and 0.0636 after correction.
The Ratio of minimum to maximum transmission is 0.9082.
The λ/2 correction factor is 0.00150.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.349
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       Plate
_exptl_crystal_F_000             440
_exptl_crystal_size_max          0.222
_exptl_crystal_size_mid          0.154
_exptl_crystal_size_min          0.038
_exptl_transmission_factor_max   0.9705
_exptl_transmission_factor_min   0.8814
_diffrn_reflns_av_R_equivalents  0.0851
_diffrn_reflns_av_unetI/netI     0.0497
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       26
_diffrn_reflns_limit_k_min       -26
_diffrn_reflns_limit_l_max       8
_diffrn_reflns_limit_l_min       -8
_diffrn_reflns_number            13985
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.374
_diffrn_reflns_theta_min         1.935
_diffrn_ambient_temperature      295.24
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   X-ray
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                1079
_reflns_number_total             2105
_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 V8.35A (?, 2016)'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'SAINT V8.35A (?, 2016)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL (Sheldrick, 2008)'
_computing_structure_solution    'SHELXT 2014/4 (Sheldrick, 2014)'
_refine_diff_density_max         0.137
_refine_diff_density_min         -0.145
_refine_diff_density_rms         0.036
_refine_ls_extinction_coef       0.028(5)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2017/1 (Sheldrick 2017)'
_refine_ls_goodness_of_fit_ref   1.050
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     143
_refine_ls_number_reflns         2105
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1246
_refine_ls_R_factor_gt           0.0503
_refine_ls_restrained_S_all      1.050
_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)+(0.0461P)²+0.3946P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1092
_refine_ls_wR_factor_ref         0.1519
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C3(H3A), C5(H5), C6(H6), C2(H2)
2.b Idealised Me refined as rotating group:
 C8(H8A,H8B,H8C), C9(H9A,H9B,H9C)
;
_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
O3 O 0.7599(3) 0.55065(10) 0.4057(3) 0.0796(7) Uani 1 1 d . . . . .
N2 N 0.7462(3) 0.59058(10) 0.6941(3) 0.0621(7) Uani 1 1 d . . . . .
N1 N 0.0373(4) 0.73183(14) 0.1988(3) 0.0681(7) Uani 1 1 d . . . . .
N3 N 0.6407(4) 0.62981(13) 0.8083(4) 0.0748(8) Uani 1 1 d . . . . .
O1 O -0.1052(4) 0.70327(13) 0.1280(4) 0.1050(9) Uani 1 1 d . . . . .
O2 O 0.0482(4) 0.78918(13) 0.2027(4) 0.1064(9) Uani 1 1 d . . . . .
C1 C 0.2039(4) 0.69499(12) 0.2828(3) 0.0498(7) Uani 1 1 d . . . . .
C4 C 0.5109(4) 0.62624(11) 0.4443(3) 0.0465(6) Uani 1 1 d . . . . .
C7 C 0.6830(4) 0.58633(12) 0.5134(4) 0.0533(7) Uani 1 1 d . . . . .
C3 C 0.5338(4) 0.68993(12) 0.4053(4) 0.0552(7) Uani 1 1 d . . . . .
H3A H 0.654344 0.709344 0.433841 0.066 Uiso 1 1 calc R . . . .
C5 C 0.3319(4) 0.59760(13) 0.4015(4) 0.0585(8) Uani 1 1 d . . . . .
H5 H 0.316349 0.554722 0.427715 0.070 Uiso 1 1 calc R . . . .
C6 C 0.1765(4) 0.63185(14) 0.3205(4) 0.0599(8) Uani 1 1 d . . . . .
H6 H 0.055588 0.612705 0.291832 0.072 Uiso 1 1 calc R . . . .
C2 C 0.3787(4) 0.72492(12) 0.3243(4) 0.0556(7) Uani 1 1 d . . . . .
H2 H 0.392942 0.767891 0.298544 0.067 Uiso 1 1 calc R . . . .
C8 C 0.9178(5) 0.55668(15) 0.7750(5) 0.0881(11) Uani 1 1 d . . . . .
H8A H 0.879352 0.526080 0.864263 0.132 Uiso 1 1 calc GR . . . .
H8B H 1.008108 0.586297 0.836954 0.132 Uiso 1 1 calc GR . . . .
H8C H 0.979296 0.535271 0.677290 0.132 Uiso 1 1 calc GR . . . .
C9 C 0.5333(6) 0.5937(2) 0.9370(5) 0.1133(15) Uani 1 1 d . . . . .
H9A H 0.445555 0.565048 0.867561 0.170 Uiso 1 1 calc GR . . . .
H9B H 0.459860 0.622167 1.008721 0.170 Uiso 1 1 calc GR . . . .
H9C H 0.623110 0.569924 1.020271 0.170 Uiso 1 1 calc GR . . . .
H3 H 0.735(6) 0.654(2) 0.881(6) 0.134(16) 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
O3 C7 1.228(3) . ?
N2 N3 1.407(3) . ?
N2 C7 1.330(3) . ?
N2 C8 1.454(3) . ?
N1 O1 1.221(3) . ?
N1 O2 1.210(3) . ?
N1 C1 1.467(3) . ?
N3 C9 1.445(4) . ?
N3 H3 0.94(4) . ?
C1 C6 1.372(4) . ?
C1 C2 1.365(4) . ?
C4 C7 1.499(4) . ?
C4 C3 1.381(3) . ?
C4 C5 1.379(3) . ?
C3 H3A 0.9300 . ?
C3 C2 1.380(4) . ?
C5 H5 0.9300 . ?
C5 C6 1.374(4) . ?
C6 H6 0.9300 . ?
C2 H2 0.9300 . ?
C8 H8A 0.9600 . ?
C8 H8B 0.9600 . ?
C8 H8C 0.9600 . ?
C9 H9A 0.9600 . ?
C9 H9B 0.9600 . ?
C9 H9C 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
N3 N2 C8 119.8(2) . . ?
C7 N2 N3 117.6(2) . . ?
C7 N2 C8 122.6(3) . . ?
O1 N1 C1 118.6(3) . . ?
O2 N1 O1 123.1(3) . . ?
O2 N1 C1 118.3(3) . . ?
N2 N3 C9 112.3(3) . . ?
N2 N3 H3 106(3) . . ?
C9 N3 H3 107(3) . . ?
C6 C1 N1 118.5(3) . . ?
C2 C1 N1 119.0(2) . . ?
C2 C1 C6 122.5(2) . . ?
C3 C4 C7 120.7(2) . . ?
C5 C4 C7 119.4(2) . . ?
C5 C4 C3 119.6(2) . . ?
O3 C7 N2 122.0(3) . . ?
O3 C7 C4 120.4(3) . . ?
N2 C7 C4 117.6(2) . . ?
C4 C3 H3A 119.8 . . ?
C2 C3 C4 120.4(2) . . ?
C2 C3 H3A 119.8 . . ?
C4 C5 H5 119.7 . . ?
C6 C5 C4 120.6(3) . . ?
C6 C5 H5 119.7 . . ?
C1 C6 C5 118.5(3) . . ?
C1 C6 H6 120.8 . . ?
C5 C6 H6 120.8 . . ?
C1 C2 C3 118.5(2) . . ?
C1 C2 H2 120.8 . . ?
C3 C2 H2 120.8 . . ?
N2 C8 H8A 109.5 . . ?
N2 C8 H8B 109.5 . . ?
N2 C8 H8C 109.5 . . ?
H8A C8 H8B 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
N3 C9 H9A 109.5 . . ?
N3 C9 H9B 109.5 . . ?
N3 C9 H9C 109.5 . . ?
H9A C9 H9B 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?

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

data_JD-NO2Ph-NMe-N(Me)2
_database_code_depnum_ccdc_archive 'CCDC 2087869'
loop_
_audit_author_name
_audit_author_address
'JUGAL KISHORE RAI DEKA'
;Shiv Nadar University
India
;
_audit_update_record             
;
2021-07-01 deposited with the CCDC.	2021-09-28 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2017/1
_shelx_SHELXL_version_number     2017/1
_chemical_name_systematic        N,N',N'-trimethyl-4-nitrobenzohydrazide
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C10 H13 N3 O3'
_chemical_formula_sum            'C10 H13 N3 O3'
_chemical_formula_weight         223.23

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

_space_group_crystal_system      orthorhombic
_space_group_IT_number           19
_space_group_name_H-M_alt        'P 21 21 21'
_space_group_name_Hall           'P 2ac 2ab'

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

_cell_length_a                   6.0949(2)
_cell_length_b                   9.8024(3)
_cell_length_c                   18.4664(5)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     1103.27(6)
_cell_formula_units_Z            4
_cell_measurement_temperature    294(2)
_cell_measurement_reflns_used    3465
_cell_measurement_theta_min      2.35
_cell_measurement_theta_max      26.15

_exptl_crystal_description       Block
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.344
_exptl_crystal_F_000             472
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.278
_exptl_crystal_size_mid          0.172
_exptl_crystal_size_min          0.115
_exptl_absorpt_coefficient_mu    0.101
_shelx_estimated_absorpt_T_min   0.972
_shelx_estimated_absorpt_T_max   0.988
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_correction_T_min  0.877
_exptl_absorpt_correction_T_max  0.971
_exptl_absorpt_process_details   SADABS
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      294(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   X-ray
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            9571
_diffrn_reflns_av_unetI/netI     0.0260
_diffrn_reflns_av_R_equivalents  0.0331
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_theta_min         2.206
_diffrn_reflns_theta_max         26.369
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measured_fraction_theta_full 0.992
_diffrn_reflns_Laue_measured_fraction_max 0.993
_diffrn_reflns_Laue_measured_fraction_full 0.992
_diffrn_reflns_point_group_measured_fraction_max 0.993
_diffrn_reflns_point_group_measured_fraction_full 0.992
_reflns_number_total             2246
_reflns_number_gt                1925
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.691
_reflns_Friedel_fraction_max     0.994
_reflns_Friedel_fraction_full    0.994

_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 APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2017/1 (Sheldrick, 2017)'
_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)+(0.0338P)²+0.1745P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     'SHELXL-2017/1 (Sheldrick 2017)'
_refine_ls_extinction_coef       0.056(12)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_abs_structure_details 
;
 Flack x determined using 692 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.9(6)
_chemical_absolute_configuration ?
_refine_ls_number_reflns         2246
_refine_ls_number_parameters     149
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0473
_refine_ls_R_factor_gt           0.0365
_refine_ls_wR_factor_ref         0.0914
_refine_ls_wR_factor_gt          0.0833
_refine_ls_goodness_of_fit_ref   1.079
_refine_ls_restrained_S_all      1.079
_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
O3 O 0.0790(4) 0.1362(2) 0.65267(10) 0.0767(7) Uani 1 1 d . . . . .
N3 N 0.4535(3) 0.31120(19) 0.76236(10) 0.0463(5) Uani 1 1 d . . . . .
N2 N 0.3066(3) 0.20704(19) 0.74120(10) 0.0474(5) Uani 1 1 d . . . . .
O1 O 0.8273(5) 0.5597(3) 0.46043(13) 0.0994(9) Uani 1 1 d . . . . .
O2 O 0.5221(5) 0.6682(2) 0.44722(12) 0.0927(8) Uani 1 1 d . . . . .
N1 N 0.6324(5) 0.5763(3) 0.47287(12) 0.0682(7) Uani 1 1 d . . . . .
C4 C 0.3380(4) 0.3073(2) 0.62172(10) 0.0417(5) Uani 1 1 d . . . . .
C3 C 0.5465(4) 0.2808(3) 0.59528(12) 0.0495(6) Uani 1 1 d . . . . .
H3 H 0.623149 0.204605 0.611440 0.059 Uiso 1 1 calc R U . . .
C7 C 0.2286(4) 0.2104(2) 0.67313(12) 0.0468(6) Uani 1 1 d . . . . .
C2 C 0.6408(4) 0.3669(3) 0.54507(12) 0.0512(6) Uani 1 1 d . . . . .
H2 H 0.780189 0.349170 0.526876 0.061 Uiso 1 1 calc R U . . .
C5 C 0.2230(4) 0.4187(2) 0.59589(12) 0.0511(6) Uani 1 1 d . . . . .
H5 H 0.080937 0.434609 0.612200 0.061 Uiso 1 1 calc R U . . .
C1 C 0.5257(5) 0.4791(2) 0.52251(11) 0.0488(6) Uani 1 1 d . . . . .
C8 C 0.2207(5) 0.1115(3) 0.79428(14) 0.0622(7) Uani 1 1 d . . . . .
H8A H 0.123243 0.048493 0.770835 0.093 Uiso 1 1 calc R U . . .
H8B H 0.142329 0.160573 0.831064 0.093 Uiso 1 1 calc R U . . .
H8C H 0.339927 0.062208 0.815991 0.093 Uiso 1 1 calc R U . . .
C6 C 0.3163(5) 0.5067(3) 0.54613(13) 0.0547(7) Uani 1 1 d . . . . .
H6 H 0.239766 0.582295 0.529147 0.066 Uiso 1 1 calc R U . . .
C10 C 0.3532(6) 0.4021(3) 0.81540(15) 0.0685(8) Uani 1 1 d . . . . .
H10A H 0.217146 0.436460 0.796582 0.103 Uiso 1 1 calc R U . . .
H10B H 0.450479 0.476944 0.825115 0.103 Uiso 1 1 calc R U . . .
H10C H 0.325923 0.352824 0.859406 0.103 Uiso 1 1 calc R U . . .
C9 C 0.6612(5) 0.2558(3) 0.78755(16) 0.0675(8) Uani 1 1 d . . . . .
H9A H 0.636121 0.199084 0.829118 0.101 Uiso 1 1 calc R U . . .
H9B H 0.757835 0.329215 0.800456 0.101 Uiso 1 1 calc R U . . .
H9C H 0.726864 0.202468 0.749704 0.101 Uiso 1 1 calc R U . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O3 C7 1.226(3) . ?
N3 N2 1.413(3) . ?
N3 C9 1.454(3) . ?
N3 C10 1.459(3) . ?
N2 C7 1.344(3) . ?
N2 C8 1.453(3) . ?
O1 N1 1.221(4) . ?
O2 N1 1.219(3) . ?
N1 C1 1.474(3) . ?
C4 C5 1.382(3) . ?
C4 C3 1.386(3) . ?
C4 C7 1.500(3) . ?
C3 C2 1.380(3) . ?
C3 H3 0.9300 . ?
C2 C1 1.369(4) . ?
C2 H2 0.9300 . ?
C5 C6 1.383(3) . ?
C5 H5 0.9300 . ?
C1 C6 1.376(4) . ?
C8 H8A 0.9600 . ?
C8 H8B 0.9600 . ?
C8 H8C 0.9600 . ?
C6 H6 0.9300 . ?
C10 H10A 0.9600 . ?
C10 H10B 0.9600 . ?
C10 H10C 0.9600 . ?
C9 H9A 0.9600 . ?
C9 H9B 0.9600 . ?
C9 H9C 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
N2 N3 C9 111.73(19) . . ?
N2 N3 C10 111.2(2) . . ?
C9 N3 C10 112.2(2) . . ?
C7 N2 N3 117.72(18) . . ?
C7 N2 C8 121.3(2) . . ?
N3 N2 C8 120.49(19) . . ?
O2 N1 O1 124.2(3) . . ?
O2 N1 C1 118.4(3) . . ?
O1 N1 C1 117.4(3) . . ?
C5 C4 C3 119.4(2) . . ?
C5 C4 C7 119.6(2) . . ?
C3 C4 C7 120.8(2) . . ?
C2 C3 C4 120.3(2) . . ?
C2 C3 H3 119.9 . . ?
C4 C3 H3 119.9 . . ?
O3 C7 N2 122.5(2) . . ?
O3 C7 C4 120.8(2) . . ?
N2 C7 C4 116.8(2) . . ?
C1 C2 C3 118.8(2) . . ?
C1 C2 H2 120.6 . . ?
C3 C2 H2 120.6 . . ?
C4 C5 C6 120.9(2) . . ?
C4 C5 H5 119.5 . . ?
C6 C5 H5 119.5 . . ?
C2 C1 C6 122.5(2) . . ?
C2 C1 N1 118.8(3) . . ?
C6 C1 N1 118.6(2) . . ?
N2 C8 H8A 109.5 . . ?
N2 C8 H8B 109.5 . . ?
H8A C8 H8B 109.5 . . ?
N2 C8 H8C 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
C1 C6 C5 118.0(2) . . ?
C1 C6 H6 121.0 . . ?
C5 C6 H6 121.0 . . ?
N3 C10 H10A 109.5 . . ?
N3 C10 H10B 109.5 . . ?
H10A C10 H10B 109.5 . . ?
N3 C10 H10C 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
N3 C9 H9A 109.5 . . ?
N3 C9 H9B 109.5 . . ?
H9A C9 H9B 109.5 . . ?
N3 C9 H9C 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?

_refine_diff_density_max         0.115
_refine_diff_density_min         -0.105
_refine_diff_density_rms         0.025

####################################################################### 
# 
# 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_JD_CNPh-NMe_NMe_H-Comp-11
_database_code_depnum_ccdc_archive 'CCDC 2093793'
loop_
_audit_author_name
_audit_author_address
'JUGAL KISHORE RAI DEKA'
;Shiv Nadar University
India
;
_audit_update_record             
;
2021-07-01 deposited with the CCDC.	2021-09-28 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2017/1
_shelx_SHELXL_version_number     2017/1
_chemical_name_systematic        4-cyano-N,N'-dimethylbenzohydrazide
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C10 H11 N3 O'
_chemical_formula_sum            'C10 H11 N3 O'
_chemical_formula_weight         189.21

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

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'

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

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   7.4997(6)
_cell_length_b                   18.7572(15)
_cell_length_c                   7.4345(7)
_cell_angle_alpha                90
_cell_angle_beta                 100.331(3)
_cell_angle_gamma                90
_cell_volume                     1028.88(15)
_cell_formula_units_Z            4
_cell_measurement_temperature    297(2)
_cell_measurement_reflns_used    4245
_cell_measurement_theta_min      2.76
_cell_measurement_theta_max      22.98

_exptl_crystal_description       Block
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.222
_exptl_crystal_F_000             400
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.270
_exptl_crystal_size_mid          0.205
_exptl_crystal_size_min          0.085
_exptl_absorpt_coefficient_mu    0.083
_shelx_estimated_absorpt_T_min   0.978
_shelx_estimated_absorpt_T_max   0.990
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_correction_T_min  0.9004
_exptl_absorpt_correction_T_max  0.9705
_exptl_absorpt_process_details   SADABS
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      297(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   X-ray
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            26107
_diffrn_reflns_av_unetI/netI     0.0264
_diffrn_reflns_av_R_equivalents  0.0682
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -23
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_theta_min         2.172
_diffrn_reflns_theta_max         26.022
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             2016
_reflns_number_gt                1153
_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 APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2017/1 (Sheldrick, 2017)'
_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)+(0.1063P)²+0.1964P] 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     'SHELXL-2017/1 (Sheldrick 2017)'
_refine_ls_extinction_coef       0.052(11)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         2016
_refine_ls_number_parameters     134
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1110
_refine_ls_R_factor_gt           0.0586
_refine_ls_wR_factor_ref         0.2200
_refine_ls_wR_factor_gt          0.1639
_refine_ls_goodness_of_fit_ref   1.128
_refine_ls_restrained_S_all      1.128
_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
O1 O 0.2055(3) 0.43295(12) 0.6145(3) 0.0851(7) Uani 1 1 d . . . . .
N2 N 0.2489(3) 0.40874(13) 0.3306(3) 0.0743(7) Uani 1 1 d . . . . .
C5 C 0.4754(3) 0.37151(13) 0.5902(3) 0.0547(7) Uani 1 1 d . . . . .
C2 C 0.7955(3) 0.31010(15) 0.7632(3) 0.0592(7) Uani 1 1 d . . . . .
C4 C 0.4729(3) 0.31186(15) 0.6988(3) 0.0611(7) Uani 1 1 d . . . . .
H4 H 0.362384 0.292708 0.714472 0.073 Uiso 1 1 calc R U . . .
C8 C 0.2984(3) 0.40639(14) 0.5121(4) 0.0623(7) Uani 1 1 d . . . . .
N3 N 0.3563(4) 0.37209(17) 0.2241(4) 0.0914(10) Uani 1 1 d . . . . .
C3 C 0.6311(3) 0.28038(15) 0.7840(3) 0.0635(8) Uani 1 1 d . . . . .
H3 H 0.627992 0.239650 0.854646 0.076 Uiso 1 1 calc R U . . .
C7 C 0.8007(3) 0.36991(15) 0.6550(4) 0.0666(8) Uani 1 1 d . . . . .
H7 H 0.911320 0.389369 0.640621 0.080 Uiso 1 1 calc R U . . .
C6 C 0.6407(3) 0.40045(15) 0.5688(4) 0.0653(7) Uani 1 1 d . . . . .
H6 H 0.643548 0.440597 0.495962 0.078 Uiso 1 1 calc R U . . .
N1 N 1.0959(4) 0.25531(17) 0.9287(4) 0.0969(10) Uani 1 1 d . . . . .
C1 C 0.9624(4) 0.27889(16) 0.8541(4) 0.0711(8) Uani 1 1 d . . . . .
C9 C 0.0724(5) 0.4366(2) 0.2465(5) 0.1027(12) Uani 1 1 d . . . . .
H9A H -0.008863 0.397708 0.208664 0.154 Uiso 1 1 calc R U . . .
H9B H 0.084844 0.465013 0.142064 0.154 Uiso 1 1 calc R U . . .
H9C H 0.024761 0.465507 0.333449 0.154 Uiso 1 1 calc R U . . .
C10 C 0.4269(7) 0.4191(3) 0.0988(5) 0.1335(17) Uani 1 1 d . . . . .
H10A H 0.328071 0.439282 0.014089 0.200 Uiso 1 1 calc R U . . .
H10B H 0.503766 0.392559 0.033020 0.200 Uiso 1 1 calc R U . . .
H10C H 0.495533 0.456685 0.166517 0.200 Uiso 1 1 calc R U . . .
H100 H 0.270(5) 0.339(2) 0.164(5) 0.123(14) 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
O1 C8 1.226(3) . ?
N2 C8 1.334(4) . ?
N2 N3 1.406(4) . ?
N2 C9 1.456(4) . ?
C5 C4 1.382(4) . ?
C5 C6 1.388(3) . ?
C5 C8 1.501(3) . ?
C2 C7 1.385(4) . ?
C2 C3 1.387(3) . ?
C2 C1 1.436(4) . ?
C4 C3 1.374(3) . ?
C4 H4 0.9300 . ?
N3 C10 1.450(5) . ?
N3 H100 0.95(4) . ?
C3 H3 0.9300 . ?
C7 C6 1.380(3) . ?
C7 H7 0.9300 . ?
C6 H6 0.9300 . ?
N1 C1 1.143(3) . ?
C9 H9A 0.9600 . ?
C9 H9B 0.9600 . ?
C9 H9C 0.9600 . ?
C10 H10A 0.9600 . ?
C10 H10B 0.9600 . ?
C10 H10C 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
C8 N2 N3 118.0(2) . . ?
C8 N2 C9 120.8(3) . . ?
N3 N2 C9 120.2(3) . . ?
C4 C5 C6 119.3(2) . . ?
C4 C5 C8 118.4(2) . . ?
C6 C5 C8 122.1(2) . . ?
C7 C2 C3 120.6(2) . . ?
C7 C2 C1 119.4(2) . . ?
C3 C2 C1 120.1(2) . . ?
C3 C4 C5 121.1(2) . . ?
C3 C4 H4 119.5 . . ?
C5 C4 H4 119.5 . . ?
O1 C8 N2 121.9(2) . . ?
O1 C8 C5 119.9(2) . . ?
N2 C8 C5 118.2(2) . . ?
N2 N3 C10 112.1(3) . . ?
N2 N3 H100 100(2) . . ?
C10 N3 H100 113(2) . . ?
C4 C3 C2 119.2(3) . . ?
C4 C3 H3 120.4 . . ?
C2 C3 H3 120.4 . . ?
C6 C7 C2 119.6(2) . . ?
C6 C7 H7 120.2 . . ?
C2 C7 H7 120.2 . . ?
C7 C6 C5 120.3(2) . . ?
C7 C6 H6 119.9 . . ?
C5 C6 H6 119.9 . . ?
N1 C1 C2 178.5(3) . . ?
N2 C9 H9A 109.5 . . ?
N2 C9 H9B 109.5 . . ?
H9A C9 H9B 109.5 . . ?
N2 C9 H9C 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
N3 C10 H10A 109.5 . . ?
N3 C10 H10B 109.5 . . ?
H10A C10 H10B 109.5 . . ?
N3 C10 H10C 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?

_refine_diff_density_max         0.216
_refine_diff_density_min         -0.157
_refine_diff_density_rms         0.045

####################################################################### 
# 
# 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_JD-metaNO2Ph-F-CY-17C
_database_code_depnum_ccdc_archive 'CCDC 2088424'
loop_
_audit_author_name
_audit_author_address
'JUGAL KISHORE RAI DEKA'
;Shiv Nadar University
India
;
_audit_update_record             
;
2021-07-01 deposited with the CCDC.	2021-09-28 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2017/1
_shelx_SHELXL_version_number     2017/1
_chemical_name_systematic        1,2-dimethyl-6-nitro-1H-indazol-3(2H)-one
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C9 H9 N3 O3'
_chemical_formula_sum            'C9 H9 N3 O3'
_chemical_formula_weight         207.19

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

_space_group_crystal_system      orthorhombic
_space_group_IT_number           33
_space_group_name_H-M_alt        'P n a 21'
_space_group_name_Hall           'P 2c -2n'

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

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, z+1/2'
'x+1/2, -y+1/2, z'
'-x+1/2, y+1/2, z+1/2'

_cell_length_a                   12.3475(8)
_cell_length_b                   18.8728(11)
_cell_length_c                   3.9943(2)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     930.80(9)
_cell_formula_units_Z            4
_cell_measurement_temperature    302(2)
_cell_measurement_reflns_used    4449
_cell_measurement_theta_min      2.72
_cell_measurement_theta_max      25.62

_exptl_crystal_description       Rod
_exptl_crystal_colour            orange
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.479
_exptl_crystal_F_000             432
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.320
_exptl_crystal_size_mid          0.117
_exptl_crystal_size_min          0.078
_exptl_absorpt_coefficient_mu    0.114
_shelx_estimated_absorpt_T_min   0.964
_shelx_estimated_absorpt_T_max   0.991
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_correction_T_min  0.862
_exptl_absorpt_correction_T_max  0.971
_exptl_absorpt_process_details   SADABS
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      302(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   X-ray
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            9432
_diffrn_reflns_av_unetI/netI     0.0233
_diffrn_reflns_av_R_equivalents  0.0325
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_k_min       -23
_diffrn_reflns_limit_k_max       23
_diffrn_reflns_limit_l_min       -4
_diffrn_reflns_limit_l_max       4
_diffrn_reflns_theta_min         1.971
_diffrn_reflns_theta_max         26.018
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measured_fraction_theta_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_point_group_measured_fraction_full 0.996
_reflns_number_total             1811
_reflns_number_gt                1578
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.733
_reflns_Friedel_fraction_max     0.996
_reflns_Friedel_fraction_full    0.996

_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 APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2017/1 (Sheldrick, 2017)'
_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)+(0.0411P)²+0.1851P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     'SHELXL-2017/1 (Sheldrick 2017)'
_refine_ls_extinction_coef       0.037(7)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_abs_structure_details 
;
 Flack x determined using 618 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.3(6)
_chemical_absolute_configuration ?
_refine_ls_number_reflns         1811
_refine_ls_number_parameters     139
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0440
_refine_ls_R_factor_gt           0.0348
_refine_ls_wR_factor_ref         0.0937
_refine_ls_wR_factor_gt          0.0860
_refine_ls_goodness_of_fit_ref   1.113
_refine_ls_restrained_S_all      1.112
_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
O3 O 0.40467(16) 0.22359(12) 0.8816(7) 0.0627(6) Uani 1 1 d . . . . .
N1 N 0.7389(2) 0.46702(13) 0.2981(6) 0.0513(7) Uani 1 1 d . . . . .
O2 O 0.81524(19) 0.45373(12) 0.1155(8) 0.0745(8) Uani 1 1 d . . . . .
N3 N 0.55427(18) 0.18575(11) 0.5873(6) 0.0421(6) Uani 1 1 d . . . . .
N2 N 0.63808(16) 0.21585(11) 0.3957(7) 0.0414(5) Uani 1 1 d . . . . .
O1 O 0.7157(2) 0.52742(12) 0.3829(10) 0.0880(9) Uani 1 1 d . . . . .
C3 C 0.63158(19) 0.28773(13) 0.4519(7) 0.0358(6) Uani 1 1 d . . . . .
C2 C 0.7016(2) 0.34071(14) 0.3372(7) 0.0402(6) Uani 1 1 d . . . . .
H2 H 0.764176 0.330857 0.216439 0.048 Uiso 1 1 calc R U . . .
C5 C 0.5116(2) 0.37313(16) 0.7127(8) 0.0475(7) Uani 1 1 d . . . . .
H5 H 0.449517 0.383376 0.835285 0.057 Uiso 1 1 calc R U . . .
C9 C 0.4881(2) 0.23604(15) 0.7244(7) 0.0429(7) Uani 1 1 d . . . . .
C6 C 0.5774(2) 0.42624(15) 0.5993(8) 0.0454(7) Uani 1 1 d . . . . .
H6 H 0.560437 0.473373 0.642571 0.054 Uiso 1 1 calc R U . . .
C4 C 0.5398(2) 0.30318(14) 0.6403(7) 0.0398(6) Uani 1 1 d . . . . .
C1 C 0.6701(2) 0.40883(13) 0.4178(7) 0.0414(6) Uani 1 1 d . . . . .
C7 C 0.7388(2) 0.17802(15) 0.3697(10) 0.0530(8) Uani 1 1 d . . . . .
H7A H 0.787633 0.203884 0.228187 0.080 Uiso 1 1 calc R U . . .
H7B H 0.725821 0.132015 0.275271 0.080 Uiso 1 1 calc R U . . .
H7C H 0.770144 0.172886 0.588277 0.080 Uiso 1 1 calc R U . . .
C8 C 0.5243(3) 0.11221(15) 0.5420(10) 0.0611(9) Uani 1 1 d . . . . .
H8A H 0.458000 0.102841 0.659644 0.092 Uiso 1 1 calc R U . . .
H8B H 0.580603 0.082297 0.628404 0.092 Uiso 1 1 calc R U . . .
H8C H 0.514312 0.102720 0.307883 0.092 Uiso 1 1 calc R U . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O3 C9 1.230(3) . ?
N1 O2 1.218(3) . ?
N1 O1 1.223(3) . ?
N1 C1 1.468(4) . ?
N3 C9 1.367(4) . ?
N3 N2 1.407(3) . ?
N3 C8 1.448(3) . ?
N2 C3 1.377(3) . ?
N2 C7 1.438(3) . ?
C3 C4 1.391(4) . ?
C3 C2 1.399(4) . ?
C2 C1 1.381(4) . ?
C2 H2 0.9300 . ?
C5 C6 1.367(4) . ?
C5 C4 1.395(4) . ?
C5 H5 0.9300 . ?
C9 C4 1.458(4) . ?
C6 C1 1.395(4) . ?
C6 H6 0.9300 . ?
C7 H7A 0.9600 . ?
C7 H7B 0.9600 . ?
C7 H7C 0.9600 . ?
C8 H8A 0.9600 . ?
C8 H8B 0.9600 . ?
C8 H8C 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
O2 N1 O1 122.6(3) . . ?
O2 N1 C1 119.2(2) . . ?
O1 N1 C1 118.1(3) . . ?
C9 N3 N2 112.1(2) . . ?
C9 N3 C8 124.3(3) . . ?
N2 N3 C8 120.5(2) . . ?
C3 N2 N3 105.4(2) . . ?
C3 N2 C7 123.5(2) . . ?
N3 N2 C7 118.3(2) . . ?
N2 C3 C4 110.0(2) . . ?
N2 C3 C2 127.9(2) . . ?
C4 C3 C2 122.1(2) . . ?
C1 C2 C3 114.5(2) . . ?
C1 C2 H2 122.7 . . ?
C3 C2 H2 122.7 . . ?
C6 C5 C4 118.5(3) . . ?
C6 C5 H5 120.8 . . ?
C4 C5 H5 120.8 . . ?
O3 C9 N3 124.9(3) . . ?
O3 C9 C4 130.6(3) . . ?
N3 C9 C4 104.5(2) . . ?
C5 C6 C1 119.2(3) . . ?
C5 C6 H6 120.4 . . ?
C1 C6 H6 120.4 . . ?
C3 C4 C5 120.9(3) . . ?
C3 C4 C9 107.4(2) . . ?
C5 C4 C9 131.7(3) . . ?
C2 C1 C6 124.8(2) . . ?
C2 C1 N1 117.3(2) . . ?
C6 C1 N1 117.9(2) . . ?
N2 C7 H7A 109.5 . . ?
N2 C7 H7B 109.5 . . ?
H7A C7 H7B 109.5 . . ?
N2 C7 H7C 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
N3 C8 H8A 109.5 . . ?
N3 C8 H8B 109.5 . . ?
H8A C8 H8B 109.5 . . ?
N3 C8 H8C 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?

_refine_diff_density_max         0.127
_refine_diff_density_min         -0.137
_refine_diff_density_rms         0.032

####################################################################### 
# 
# 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_JD-CNPh-NMe-N(Me)2
_database_code_depnum_ccdc_archive 'CCDC 2093749'
loop_
_audit_author_name
_audit_author_address
'JUGAL KISHORE RAI DEKA'
;Shiv Nadar University
India
;
_audit_update_record             
;
2021-07-01 deposited with the CCDC.	2021-09-28 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        4-cyano-N,N',N'-trimethylbenzohydrazide
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C11 H13 N3 O'
_chemical_formula_sum            'C11 H13 N3 O'
_chemical_formula_weight         203.24

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

_space_group_crystal_system      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                   6.6018(4)
_cell_length_b                   13.8377(10)
_cell_length_c                   12.6315(8)
_cell_angle_alpha                90
_cell_angle_beta                 90.580(2)
_cell_angle_gamma                90
_cell_volume                     1153.88(13)
_cell_formula_units_Z            4
_cell_measurement_temperature    299(2)
_cell_measurement_reflns_used    2986
_cell_measurement_theta_min      3.23
_cell_measurement_theta_max      25.91

_exptl_crystal_description       rod
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.170
_exptl_crystal_F_000             432
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.236
_exptl_crystal_size_mid          0.099
_exptl_crystal_size_min          0.066
_exptl_absorpt_coefficient_mu    0.078
_shelx_estimated_absorpt_T_min   0.982
_shelx_estimated_absorpt_T_max   0.995
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_correction_T_min  0.8536
_exptl_absorpt_correction_T_max  0.9705
_exptl_absorpt_process_details   SADABS
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      299(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   X-ray
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            10384
_diffrn_reflns_av_unetI/netI     0.0223
_diffrn_reflns_av_R_equivalents  0.0310
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         2.183
_diffrn_reflns_theta_max         26.019
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             2272
_reflns_number_gt                1688
_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 APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_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)+(0.0553P)²+0.3477P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_extinction_coef       0.021(5)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         2272
_refine_ls_number_parameters     140
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0655
_refine_ls_R_factor_gt           0.0456
_refine_ls_wR_factor_ref         0.1410
_refine_ls_wR_factor_gt          0.1245
_refine_ls_goodness_of_fit_ref   1.090
_refine_ls_restrained_S_all      1.090
_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
O1 O 0.6447(2) 0.67099(10) 0.84478(9) 0.0579(4) Uani 1 1 d . . . . .
N2 N 0.6446(3) 0.53349(11) 0.75075(11) 0.0540(4) Uani 1 1 d . . . . .
N3 N 0.6286(3) 0.49229(11) 0.64881(12) 0.0580(5) Uani 1 1 d . . . . .
C5 C 0.6408(3) 0.68668(12) 0.65794(12) 0.0420(4) Uani 1 1 d . . . . .
C8 C 0.6429(3) 0.62961(13) 0.75897(12) 0.0441(4) Uani 1 1 d . . . . .
C2 C 0.6385(3) 0.80168(13) 0.47932(14) 0.0505(5) Uani 1 1 d . . . . .
C6 C 0.8140(3) 0.69645(13) 0.59839(14) 0.0506(5) Uani 1 1 d . . . . .
H6 H 0.931557 0.664053 0.618608 0.061 Uiso 1 1 calc R U . . .
C7 C 0.8136(3) 0.75379(14) 0.50937(14) 0.0539(5) Uani 1 1 d . . . . .
H7 H 0.930649 0.760283 0.469619 0.065 Uiso 1 1 calc R U . . .
C4 C 0.4673(3) 0.73599(15) 0.62856(14) 0.0553(5) Uani 1 1 d . . . . .
H4 H 0.351527 0.730978 0.669572 0.066 Uiso 1 1 calc R U . . .
C3 C 0.4647(3) 0.79261(16) 0.53878(15) 0.0601(5) Uani 1 1 d . . . . .
H3 H 0.346713 0.824557 0.518278 0.072 Uiso 1 1 calc R U . . .
N1 N 0.6380(3) 0.90669(18) 0.31022(17) 0.0908(7) Uani 1 1 d . . . . .
C1 C 0.6372(3) 0.86067(17) 0.38507(16) 0.0647(6) Uani 1 1 d . . . . .
C9 C 0.6463(4) 0.47314(18) 0.84520(18) 0.0828(7) Uani 1 1 d . . . . .
H9A H 0.722583 0.504660 0.900318 0.124 Uiso 1 1 calc R U . . .
H9B H 0.707571 0.412005 0.829256 0.124 Uiso 1 1 calc R U . . .
H9C H 0.509836 0.462979 0.868278 0.124 Uiso 1 1 calc R U . . .
C10 C 0.4374(4) 0.4420(2) 0.6347(2) 0.0875(8) Uani 1 1 d . . . . .
H10A H 0.434996 0.386107 0.679663 0.131 Uiso 1 1 calc R U . . .
H10B H 0.422588 0.422321 0.562179 0.131 Uiso 1 1 calc R U . . .
H10C H 0.328008 0.484398 0.652975 0.131 Uiso 1 1 calc R U . . .
C11 C 0.8046(5) 0.43235(19) 0.6244(2) 0.0926(9) Uani 1 1 d . . . . .
H11A H 0.926302 0.468902 0.636364 0.139 Uiso 1 1 calc R U . . .
H11B H 0.797633 0.412516 0.551627 0.139 Uiso 1 1 calc R U . . .
H11C H 0.805400 0.376304 0.669195 0.139 Uiso 1 1 calc R U . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O1 C8 1.2258(19) . ?
N2 C8 1.334(2) . ?
N2 N3 1.411(2) . ?
N2 C9 1.456(2) . ?
N3 C10 1.451(3) . ?
N3 C11 1.463(3) . ?
C5 C4 1.381(2) . ?
C5 C6 1.382(2) . ?
C5 C8 1.501(2) . ?
C2 C7 1.383(3) . ?
C2 C3 1.383(3) . ?
C2 C1 1.443(3) . ?
C6 C7 1.376(3) . ?
C6 H6 0.9300 . ?
C7 H7 0.9300 . ?
C4 C3 1.378(3) . ?
C4 H4 0.9300 . ?
C3 H3 0.9300 . ?
N1 C1 1.140(3) . ?
C9 H9A 0.9600 . ?
C9 H9B 0.9600 . ?
C9 H9C 0.9600 . ?
C10 H10A 0.9600 . ?
C10 H10B 0.9600 . ?
C10 H10C 0.9600 . ?
C11 H11A 0.9600 . ?
C11 H11B 0.9600 . ?
C11 H11C 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
C8 N2 N3 118.24(14) . . ?
C8 N2 C9 120.53(16) . . ?
N3 N2 C9 121.05(17) . . ?
N2 N3 C10 111.27(17) . . ?
N2 N3 C11 111.66(17) . . ?
C10 N3 C11 113.2(2) . . ?
C4 C5 C6 119.61(16) . . ?
C4 C5 C8 119.30(15) . . ?
C6 C5 C8 120.90(15) . . ?
O1 C8 N2 122.31(16) . . ?
O1 C8 C5 120.40(16) . . ?
N2 C8 C5 117.29(14) . . ?
C7 C2 C3 120.23(17) . . ?
C7 C2 C1 119.70(18) . . ?
C3 C2 C1 120.07(18) . . ?
C7 C6 C5 120.45(17) . . ?
C7 C6 H6 119.8 . . ?
C5 C6 H6 119.8 . . ?
C6 C7 C2 119.67(18) . . ?
C6 C7 H7 120.2 . . ?
C2 C7 H7 120.2 . . ?
C3 C4 C5 120.35(18) . . ?
C3 C4 H4 119.8 . . ?
C5 C4 H4 119.8 . . ?
C4 C3 C2 119.66(18) . . ?
C4 C3 H3 120.2 . . ?
C2 C3 H3 120.2 . . ?
N1 C1 C2 179.2(3) . . ?
N2 C9 H9A 109.5 . . ?
N2 C9 H9B 109.5 . . ?
H9A C9 H9B 109.5 . . ?
N2 C9 H9C 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
N3 C10 H10A 109.5 . . ?
N3 C10 H10B 109.5 . . ?
H10A C10 H10B 109.5 . . ?
N3 C10 H10C 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
N3 C11 H11A 109.5 . . ?
N3 C11 H11B 109.5 . . ?
H11A C11 H11B 109.5 . . ?
N3 C11 H11C 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?

_refine_diff_density_max         0.175
_refine_diff_density_min         -0.161
_refine_diff_density_rms         0.032

####################################################################### 
# 
# 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_JD_OMePh-NMe_N(Me)2
_database_code_depnum_ccdc_archive 'CCDC 2087868'
loop_
_audit_author_name
_audit_author_address
'JUGAL KISHORE RAI DEKA'
;Shiv Nadar University
India
;
_audit_update_record             
;
2021-07-01 deposited with the CCDC.	2021-09-28 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2017/1
_shelx_SHELXL_version_number     2017/1
_chemical_name_systematic        4-methoxy-N,N',N'-trimethylbenzohydrazide
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C11 H16 N2 O2'
_chemical_formula_sum            'C11 H16 N2 O2'
_chemical_formula_weight         208.26

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

_space_group_crystal_system      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                   9.779(3)
_cell_length_b                   12.795(4)
_cell_length_c                   10.020(3)
_cell_angle_alpha                90
_cell_angle_beta                 116.776(10)
_cell_angle_gamma                90
_cell_volume                     1119.2(6)
_cell_formula_units_Z            4
_cell_measurement_temperature    299(2)
_cell_measurement_reflns_used    4747
_cell_measurement_theta_min      2.78
_cell_measurement_theta_max      26.13

_exptl_crystal_description       Block
_exptl_crystal_colour            Colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.236
_exptl_crystal_F_000             448
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.170
_exptl_crystal_size_mid          0.120
_exptl_crystal_size_min          0.065
_exptl_absorpt_coefficient_mu    0.086
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_correction_T_min  0.907
_exptl_absorpt_correction_T_max  0.971
_exptl_absorpt_process_details   SADABS
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      299(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   X-ray
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            17371
_diffrn_reflns_av_unetI/netI     0.0199
_diffrn_reflns_av_R_equivalents  0.0377
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_theta_min         2.778
_diffrn_reflns_theta_max         26.012
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measured_fraction_theta_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_point_group_measured_fraction_full 0.995
_reflns_number_total             2186
_reflns_number_gt                1746
_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 APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2017/1 (Sheldrick, 2017)'
_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)+(0.0495P)²+0.3212P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     'SHELXL-2017/1 (Sheldrick 2017)'
_refine_ls_extinction_coef       0.028(9)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         2186
_refine_ls_number_parameters     141
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0560
_refine_ls_R_factor_gt           0.0429
_refine_ls_wR_factor_ref         0.1238
_refine_ls_wR_factor_gt          0.1127
_refine_ls_goodness_of_fit_ref   1.071
_refine_ls_restrained_S_all      1.071
_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
O1 O 0.37579(13) 0.66879(10) 0.45666(13) 0.0603(4) Uani 1 1 d . . . . .
O2 O 1.00501(14) 0.67829(12) 0.42672(15) 0.0710(4) Uani 1 1 d . . . . .
N2 N 0.74718(15) 0.53220(10) 0.12138(14) 0.0476(4) Uani 1 1 d . . . . .
N1 N 0.87837(15) 0.59183(10) 0.21181(14) 0.0473(4) Uani 1 1 d . . . . .
C5 C 0.74615(17) 0.64099(11) 0.36158(16) 0.0405(4) Uani 1 1 d . . . . .
C6 C 0.60077(18) 0.66936(12) 0.25405(17) 0.0446(4) Uani 1 1 d . . . . .
H6 H 0.584100 0.682405 0.156573 0.054 Uiso 1 1 calc R U . . .
C7 C 0.48142(18) 0.67834(12) 0.29037(17) 0.0467(4) Uani 1 1 d . . . . .
H7 H 0.385292 0.698482 0.217480 0.056 Uiso 1 1 calc R U . . .
C2 C 0.50243(17) 0.65780(12) 0.43390(17) 0.0444(4) Uani 1 1 d . . . . .
C4 C 0.76618(18) 0.62314(14) 0.50495(17) 0.0491(4) Uani 1 1 d . . . . .
H4 H 0.863256 0.605902 0.578872 0.059 Uiso 1 1 calc R U . . .
C8 C 0.88530(18) 0.63801(12) 0.33578(17) 0.0456(4) Uani 1 1 d . . . . .
C3 C 0.64613(19) 0.63009(14) 0.54248(18) 0.0510(4) Uani 1 1 d . . . . .
H3 H 0.662252 0.616245 0.639598 0.061 Uiso 1 1 calc R U . . .
C9 C 1.0131(2) 0.58832(16) 0.1852(2) 0.0622(5) Uani 1 1 d . . . . .
H9A H 1.095879 0.625225 0.263572 0.093 Uiso 1 1 calc R U . . .
H9B H 0.989800 0.620533 0.090839 0.093 Uiso 1 1 calc R U . . .
H9C H 1.042493 0.516897 0.183704 0.093 Uiso 1 1 calc R U . . .
C10 C 0.7800(2) 0.42073(13) 0.1384(2) 0.0628(5) Uani 1 1 d . . . . .
H10A H 0.846738 0.403323 0.094924 0.094 Uiso 1 1 calc R U . . .
H10B H 0.686108 0.382226 0.088841 0.094 Uiso 1 1 calc R U . . .
H10C H 0.828827 0.403097 0.242723 0.094 Uiso 1 1 calc R U . . .
C1 C 0.3860(2) 0.64051(16) 0.5978(2) 0.0620(5) Uani 1 1 d . . . . .
H1A H 0.418070 0.568971 0.619106 0.093 Uiso 1 1 calc R U . . .
H1B H 0.287545 0.648722 0.595993 0.093 Uiso 1 1 calc R U . . .
H1C H 0.459164 0.684726 0.673895 0.093 Uiso 1 1 calc R U . . .
C11 C 0.6806(2) 0.56508(16) -0.03353(19) 0.0668(5) Uani 1 1 d . . . . .
H11A H 0.665210 0.639366 -0.039166 0.100 Uiso 1 1 calc R U . . .
H11B H 0.584036 0.530607 -0.088618 0.100 Uiso 1 1 calc R U . . .
H11C H 0.748531 0.547053 -0.075426 0.100 Uiso 1 1 calc R U . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O1 C2 1.3637(19) . ?
O1 C1 1.420(2) . ?
O2 C8 1.2268(19) . ?
N2 N1 1.4147(18) . ?
N2 C11 1.449(2) . ?
N2 C10 1.455(2) . ?
N1 C8 1.349(2) . ?
N1 C9 1.458(2) . ?
C5 C4 1.379(2) . ?
C5 C6 1.391(2) . ?
C5 C8 1.496(2) . ?
C6 C7 1.375(2) . ?
C6 H6 0.9300 . ?
C7 C2 1.383(2) . ?
C7 H7 0.9300 . ?
C2 C3 1.381(2) . ?
C4 C3 1.388(2) . ?
C4 H4 0.9300 . ?
C3 H3 0.9300 . ?
C9 H9A 0.9600 . ?
C9 H9B 0.9600 . ?
C9 H9C 0.9600 . ?
C10 H10A 0.9600 . ?
C10 H10B 0.9600 . ?
C10 H10C 0.9600 . ?
C1 H1A 0.9600 . ?
C1 H1B 0.9600 . ?
C1 H1C 0.9600 . ?
C11 H11A 0.9600 . ?
C11 H11B 0.9600 . ?
C11 H11C 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
C2 O1 C1 118.62(13) . . ?
N1 N2 C11 111.69(14) . . ?
N1 N2 C10 111.41(13) . . ?
C11 N2 C10 112.28(14) . . ?
C8 N1 N2 118.73(13) . . ?
C8 N1 C9 120.46(14) . . ?
N2 N1 C9 119.98(13) . . ?
C4 C5 C6 117.80(15) . . ?
C4 C5 C8 117.56(13) . . ?
C6 C5 C8 124.39(14) . . ?
C7 C6 C5 120.67(14) . . ?
C7 C6 H6 119.7 . . ?
C5 C6 H6 119.7 . . ?
C6 C7 C2 120.87(14) . . ?
C6 C7 H7 119.6 . . ?
C2 C7 H7 119.6 . . ?
O1 C2 C3 124.97(15) . . ?
O1 C2 C7 115.69(14) . . ?
C3 C2 C7 119.33(15) . . ?
C5 C4 C3 122.10(14) . . ?
C5 C4 H4 118.9 . . ?
C3 C4 H4 118.9 . . ?
O2 C8 N1 120.20(15) . . ?
O2 C8 C5 119.93(14) . . ?
N1 C8 C5 119.86(13) . . ?
C2 C3 C4 119.20(15) . . ?
C2 C3 H3 120.4 . . ?
C4 C3 H3 120.4 . . ?
N1 C9 H9A 109.5 . . ?
N1 C9 H9B 109.5 . . ?
H9A C9 H9B 109.5 . . ?
N1 C9 H9C 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
N2 C10 H10A 109.5 . . ?
N2 C10 H10B 109.5 . . ?
H10A C10 H10B 109.5 . . ?
N2 C10 H10C 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
O1 C1 H1A 109.5 . . ?
O1 C1 H1B 109.5 . . ?
H1A C1 H1B 109.5 . . ?
O1 C1 H1C 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
N2 C11 H11A 109.5 . . ?
N2 C11 H11B 109.5 . . ?
H11A C11 H11B 109.5 . . ?
N2 C11 H11C 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?

_refine_diff_density_max         0.152
_refine_diff_density_min         -0.143
_refine_diff_density_rms         0.030

