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#$Date: 2025-08-21 04:34:05 +0300 (Thu, 21 Aug 2025) $
#$Revision: 301843 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/51/05/4510539.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_4510539
loop_
_publ_author_name
'Mazur, Liliana'
'Jarzembska, Katarzyna N.'
'Kamiński, Radosław'
'Woźniak, Krzysztof'
'Pindelska, Edyta'
'Zielińska-Pisklak, Monika'
_publ_section_title
;
 Substituent and Solvent Effects on Intermolecular Interactions in
 Crystals ofN-Acylhydrazone Derivatives: Single-Crystal X-ray, Solid-State
 NMR, and Computational Studies
;
_journal_issue                   5
_journal_name_full               'Crystal Growth & Design'
_journal_page_first              2263
_journal_paper_doi               10.1021/cg401866x
_journal_volume                  14
_journal_year                    2014
_chemical_formula_moiety         'C7 H7 N3 O, H2 O'
_chemical_formula_sum            'C7 H9 N3 O2'
_chemical_formula_weight         167.17
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_Int_Tables_number      2
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_cell_angle_alpha                72.412(8)
_cell_angle_beta                 86.116(7)
_cell_angle_gamma                69.625(8)
_cell_formula_units_Z            2
_cell_length_a                   6.4717(5)
_cell_length_b                   7.9214(7)
_cell_length_c                   8.6745(7)
_cell_measurement_temperature    100
_cell_volume                     397.04(6)
_diffrn_ambient_temperature      100
_diffrn_measured_fraction_theta_full 0.985
_diffrn_measured_fraction_theta_max 0.985
_diffrn_measurement_device_type  'Xcalibur, Sapphire2, large Be window'
_diffrn_measurement_method       ω-scans
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'Enhance (Mo) X-ray Source'
_diffrn_radiation_type           Mo-K\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0171
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_number            2760
_diffrn_reflns_theta_full        27.97
_diffrn_reflns_theta_max         27.965
_diffrn_reflns_theta_min         2.874
_exptl_absorpt_coefficient_mu    0.106
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.97888
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
 Agilent Technologies (2013). CRYSALIS PRO.
  Yarnton, Oxfordshire, England, UK
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.399
_exptl_crystal_description       plate
_exptl_crystal_F_000             176
_exptl_crystal_size_max          0.41
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.06
_refine_diff_density_max         0.15
_refine_diff_density_min         -0.17
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.221
_refine_ls_hydrogen_treatment    mixed
_refine_ls_number_parameters     145
_refine_ls_number_reflns         1250
_refine_ls_number_restraints     18
_refine_ls_R_factor_all          0.0265
_refine_ls_R_factor_gt           0.0265
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef F
_refine_ls_weighting_scheme      sigma
_refine_ls_wR_factor_gt          0.0281
_refine_ls_wR_factor_ref         0.0281
_reflns_number_gt                1250
_reflns_number_total             1883
_reflns_threshold_expression     I>3σ(I)
_cod_data_source_file            cg401866x_si_003.cif
_cod_data_source_block           1xH2O
_cod_depositor_comments
'Adding full bibliography for 4510538--4510545.cif.'
_cod_database_code               4510539
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
loop_
_atom_site_type_symbol
_atom_site_label
_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_calc_flag
_atom_site_refinement_flag_posn
C C1 -0.1122(2) 0.7929(2) 0.3984(1) 0.0143(3) Uani 1 d .
C C2 0.3814(2) 0.6733(2) 0.6064(1) 0.0131(2) Uani 1 d .
C C3 0.5349(2) 0.5238(2) 0.7341(1) 0.0127(2) Uani 1 d .
C C4 0.4979(2) 0.3577(2) 0.8207(1) 0.0156(3) Uani 1 d .
C C5 0.6522(2) 0.2253(2) 0.9402(1) 0.0186(3) Uani 1 d .
C C6 0.8411(2) 0.2600(2) 0.9679(1) 0.0184(3) Uani 1 d .
C C7 0.8660(2) 0.4271(2) 0.8731(1) 0.0172(3) Uani 1 d .
N N1 0.0787(1) 0.8017(1) 0.4412(1) 0.0136(2) Uani 1 d .
N N2 0.2071(2) 0.6549(1) 0.5636(1) 0.0134(2) Uani 1 d .
N N3 0.7166(2) 0.5579(1) 0.7606(1) 0.0144(2) Uani 1 d .
O O1 -0.2417(1) 0.9173(1) 0.29224(10) 0.0176(2) Uani 1 d .
H H1 -0.141(1) 0.6650(7) 0.468(1) 0.0162(2) Uiso 1 d U
H H1N 0.122(1) 0.9168(8) 0.380(1) 0.0193(2) Uiso 1 d U
H H2 0.428(1) 0.7966(7) 0.555(1) 0.0153(2) Uiso 1 d U
H H4 0.3538(8) 0.330(1) 0.794(1) 0.0182(2) Uiso 1 d U
H H5 0.626(1) 0.0963(7) 1.010(1) 0.0209(3) Uiso 1 d U
H H6 0.960(1) 0.160(1) 1.0632(8) 0.0201(2) Uiso 1 d U
H H7 1.0133(8) 0.457(1) 0.887(1) 0.0206(2) Uiso 1 d U
O O1W 0.2909(1) 1.0674(1) 0.2812(1) 0.0200(2) Uani 1 d .
H H1W 0.4453(6) 1.005(2) 0.272(2) 0.0300(4) Uiso 1 d U
H H2W 0.271(2) 1.1944(6) 0.277(2) 0.0300(4) Uiso 1 d U
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0030 0.0020 'Su & Coppens, Acta. Cryst. (1997) A53, 749'
H H 0.0000 0.0000 'Su & Coppens, Acta. Cryst. (1997) A53, 749'
N N 0.0060 0.0030 'Su & Coppens, Acta. Cryst. (1997) A53, 749'
O O 0.0110 0.0060 'Su & Coppens, Acta. Cryst. (1997) A53, 749'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
C1 N1 N2 117.96(10)
C1 N1 H1N 118.6(6)
C2 N2 N1 116.0(1)
C2 C3 N3 114.73(10)
C2 C3 C4 123.1(1)
C3 N3 C7 118.3(1)
C3 C2 N2 121.1(1)
C3 C2 H2 114.5(5)
C3 C4 C5 118.8(1)
C3 C4 H4 121.0(5)
C4 C3 N3 122.2(1)
C4 C5 C6 119.2(1)
C4 C5 H5 120.3(6)
C5 C4 H4 120.2(5)
C5 C6 C7 117.9(1)
C5 C6 H6 119.8(6)
C6 C7 N3 123.6(1)
C6 C7 H7 120.4(5)
C6 C5 H5 120.6(6)
C7 C6 H6 122.3(6)
N1 C1 O1 123.6(1)
N1 C1 H1 113.0(6)
N2 N1 H1N 123.4(6)
N2 C2 H2 124.4(5)
N3 C7 H7 116.0(5)
O1 C1 H1 123.4(6)
H1W O1W H2W 107(1)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
C1 O1 1.226(1)
C1 N1 1.344(1)
C2 N2 1.279(1)
C2 C3 1.467(2)
C3 N3 1.343(1)
C3 C4 1.397(2)
C4 C5 1.388(2)
C5 C6 1.394(2)
C6 C7 1.388(2)
C7 N3 1.334(2)
N1 N2 1.368(1)
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
C1 N1 N2 C2 -176.5(1)
C2 N2 N1 H1N 4.3(6)
C2 C3 N3 C7 -178.9(1)
C2 C3 C4 C5 -179.5(1)
C2 C3 C4 H4 1.9(5)
C3 N3 C7 C6 -2.0(1)
C3 N3 C7 H7 177.4(2)
C3 C2 N2 N1 -178.77(10)
C3 C4 C5 C6 -1.3(1)
C3 C4 C5 H5 179.0(2)
C4 C3 N3 C7 0.3(1)
C4 C3 C2 N2 -2.6(1)
C4 C3 C2 H2 176.8(4)
C4 C5 C6 C7 -0.2(1)
C4 C5 C6 H6 178.2(2)
C5 C4 C3 N3 1.3(1)
C5 C6 C7 N3 1.9(1)
C5 C6 C7 H7 -177.5(2)
C6 C5 C4 H4 177.2(2)
C7 C6 C5 H5 179.5(2)
N1 N2 C2 H2 1.9(5)
N2 N1 C1 O1 178.9(1)
N2 N1 C1 H1 -0.7(5)
N2 C2 C3 N3 176.67(10)
N3 C3 C2 H2 -3.9(5)
N3 C3 C4 H4 -177.3(2)
N3 C7 C6 H6 -176.4(2)
O1 C1 N1 H1N -1.9(5)
H1 C1 N1 H1N 178.6(7)
H4 C4 C5 H5 -2.4(7)
H5 C5 C6 H6 -2.2(7)
H6 C6 C7 H7 4.2(7)
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 139147249
