#------------------------------------------------------------------------------
#$Date: 2021-11-06 20:54:49 +0200 (Sat, 06 Nov 2021) $
#$Revision: 270386 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/12/90/7129019.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_7129019
loop_
_publ_author_name
'Deka, Jugal Kishore Rai'
'Kalita, Debajit'
'Sahariah, Biswajit'
'Sarma, Bani Kanta'
_publ_section_title
;
 nN → π*Ar interactions stabilize the
 E-ac isomers of arylhydrazides and facilitate their
 SNAr autocyclizations.
;
_journal_issue                   85
_journal_name_full
'Chemical communications (Cambridge, England)'
_journal_page_first              11236
_journal_page_last               11239
_journal_paper_doi               10.1039/d1cc04533d
_journal_volume                  57
_journal_year                    2021
_chemical_formula_moiety         'C10 H11 N3 O'
_chemical_formula_sum            'C10 H11 N3 O'
_chemical_formula_weight         189.21
_chemical_name_systematic        4-cyano-N,N'-dimethylbenzohydrazide
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_atom_sites_solution_hydrogens   mixed
_audit_creation_method           SHELXL-2017/1
_audit_update_record
;
2021-07-01 deposited with the CCDC.	2021-09-28 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 100.331(3)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   7.4997(6)
_cell_length_b                   18.7572(15)
_cell_length_c                   7.4345(7)
_cell_measurement_reflns_used    4245
_cell_measurement_temperature    297(2)
_cell_measurement_theta_max      22.98
_cell_measurement_theta_min      2.76
_cell_volume                     1028.88(15)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-2017/1 (Sheldrick, 2017)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_diffrn_ambient_temperature      297(2)
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_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_reflns_av_R_equivalents  0.0682
_diffrn_reflns_av_unetI/netI     0.0264
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_k_min       -23
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_number            26107
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.022
_diffrn_reflns_theta_min         2.172
_diffrn_source                   X-ray
_exptl_absorpt_coefficient_mu    0.083
_exptl_absorpt_correction_T_max  0.9705
_exptl_absorpt_correction_T_min  0.9004
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   SADABS
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.222
_exptl_crystal_description       Block
_exptl_crystal_F_000             400
_exptl_crystal_size_max          0.270
_exptl_crystal_size_mid          0.205
_exptl_crystal_size_min          0.085
_refine_diff_density_max         0.216
_refine_diff_density_min         -0.157
_refine_diff_density_rms         0.045
_refine_ls_extinction_coef       0.052(11)
_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   1.128
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     134
_refine_ls_number_reflns         2016
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.128
_refine_ls_R_factor_all          0.1110
_refine_ls_R_factor_gt           0.0586
_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)+(0.1063P)²+0.1964P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1639
_refine_ls_wR_factor_ref         0.2200
_reflns_Friedel_coverage         0.000
_reflns_number_gt                1153
_reflns_number_total             2016
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d1cc04533d2.cif
_cod_data_source_block           JD_CNPh-NMe_NMe_H-Comp-11
_cod_depositor_comments
;
The following automatic conversions were performed:

data item '_exptl_absorpt_correction_type' value 'Multi-scan' was
changed to 'multi-scan' in accordance with the
/home/data/users/saulius/crontab/automatic-downloads/rss-feeds/RSC/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 last updated on
2011-04-26.

Automatic conversion script
Id: cif_fix_values 7556 2019-12-06 15:28:31Z antanas 

 Adding full bibliography for 7129017--7129022.cif.
;
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               7129019
_shelx_shelxl_version_number     2017/1
_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_shelx_estimated_absorpt_t_min   0.978
_shelx_estimated_absorpt_t_max   0.990
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'
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 . . . . .
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'
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 . . ?
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 . ?
