#------------------------------------------------------------------------------
#$Date: 2023-01-21 09:19:40 +0100 (Sat 21 de Jan de 2023) $
#$Revision: 280487 $
#$URL: svn://www.crystallography.net/cod/cif/8/10/65/8106514.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_8106514
loop_
_publ_author_name
'El-Hiti, Gamal A.'
'Abdel-Wahab, Bakr F.'
'Alshammari, Mohammed B.'
'Hegazy, Amany S.'
'Kariuki, Benson M.'
_publ_section_title
;
 Crystal structure of
 (E)-3-methyl-4-((3-(5-methyl-1-phenyl-1H-1,2,3-triazol-4-yl)-1-phenyl-1H-pyrazol-4-yl)methylene)-1-phenyl-1H-pyrazol-5(4H)-one,
 C29H23N7O
;
_journal_issue                   2
_journal_name_full
'Zeitschrift für Kristallographie - New Crystal Structures'
_journal_page_first              291
_journal_page_last               293
_journal_paper_doi               10.1515/ncrs-2016-0243
_journal_volume                  232
_journal_year                    2017
_chemical_formula_moiety         'C29 H23 N7 O'
_chemical_formula_sum            'C29 H23 N7 O'
_chemical_formula_weight         485.54
_chemical_name_systematic
;
(E)-3-Methyl-4-((3-(5-methyl-1-phenyl-1H-1,2,3-triazol-4-yl)-1-\
phenyl-1H-pyrazol-4-yl)methylene)-1-phenyl-1H-pyrazol-\
5(4H)-one
;
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_atom_sites_solution_hydrogens   geom
_cell_angle_alpha                114.401(13)
_cell_angle_beta                 103.083(11)
_cell_angle_gamma                93.384(12)
_cell_formula_units_Z            2
_cell_length_a                   8.2785(12)
_cell_length_b                   12.1750(18)
_cell_length_c                   13.8122(16)
_cell_measurement_reflns_used    1872
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      24.5980
_cell_measurement_theta_min      4.1090
_cell_volume                     1216.5(3)
_computing_cell_refinement       'CrysAlis PRO [1]'
_computing_data_collection       'CrysAlis PRO [1]'
_computing_data_reduction        'CrysAlis PRO [1]'
_computing_molecular_graphics    'ORTEP-3 for Windows [3]'
_computing_publication_material  'WinGX [3] and CHEMDRAW Ultra [4]'
_computing_structure_refinement  'SHELXS2013 [2]'
_computing_structure_solution    'SHELXS2013 [2]'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.824
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Atlas'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0591
_diffrn_reflns_av_unetI/netI     0.1005
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.824
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            11194
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.824
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         29.704
_diffrn_reflns_theta_min         3.353
_diffrn_standards_decay_%        0
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.085
_exptl_absorpt_correction_T_max  0.999
_exptl_absorpt_correction_T_min  0.987
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35g (release 09-12-2014 CrysAlis171 .NET)
(compiled Dec  9 2014,15:38:47)
Numerical absorption correction based on gaussian integration over
			a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.326
_exptl_crystal_description       needle
_exptl_crystal_F_000             508
_exptl_crystal_size_max          0.292
_exptl_crystal_size_mid          0.051
_exptl_crystal_size_min          0.025
_refine_diff_density_max         0.209
_refine_diff_density_min         -0.242
_refine_diff_density_rms         0.045
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.008
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     336
_refine_ls_number_reflns         5684
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.008
_refine_ls_R_factor_all          0.1661
_refine_ls_R_factor_gt           0.0713
_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)+(0.0657P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1416
_refine_ls_wR_factor_ref         0.1880
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2627
_reflns_number_total             5684
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            suppl_ncrs-2016-0243_suppl.cif
_cod_data_source_block           bmk1559c
_cod_database_code               8106514
_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   0.976
_shelx_estimated_absorpt_t_max   0.998
_shelxl_version_number           2013-4
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'
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
C1 C 1.2591(4) 1.0245(2) 0.9026(2) 0.0458(7) Uani 1 1 d . . . . .
C2 C 1.2019(4) 1.0981(2) 0.9899(2) 0.0535(8) Uani 1 1 d . . . . .
H2 H 1.0927 1.0783 0.9917 0.064 Uiso 1 1 calc R U . . .
C3 C 1.3069(5) 1.2013(3) 1.0746(2) 0.0621(9) Uani 1 1 d . . . . .
H3 H 1.2691 1.2505 1.1341 0.075 Uiso 1 1 calc R U . . .
C4 C 1.4682(5) 1.2315(3) 1.0710(3) 0.0689(10) Uani 1 1 d . . . . .
H4 H 1.5387 1.3015 1.1279 0.083 Uiso 1 1 calc R U . . .
C5 C 1.5249(5) 1.1578(3) 0.9830(3) 0.0709(9) Uani 1 1 d . . . . .
H5 H 1.6332 1.1785 0.9803 0.085 Uiso 1 1 calc R U . . .
C6 C 1.4206(4) 1.0535(3) 0.8990(2) 0.0594(8) Uani 1 1 d . . . . .
H6 H 1.4590 1.0031 0.8402 0.071 Uiso 1 1 calc R U . . .
C7 C 1.1111(4) 0.8699(2) 0.7062(2) 0.0437(7) Uani 1 1 d . . . . .
C8 C 1.0037(4) 0.7607(2) 0.6683(2) 0.0432(7) Uani 1 1 d . . . . .
C9 C 1.1697(4) 0.9350(2) 0.6471(2) 0.0574(8) Uani 1 1 d . . . . .
H9A H 1.1955 1.0215 0.6943 0.086 Uiso 1 1 calc R U . . .
H9B H 1.0827 0.9190 0.5813 0.086 Uiso 1 1 calc R U . . .
H9C H 1.2687 0.9068 0.6273 0.086 Uiso 1 1 calc R U . . .
C10 C 0.9194(3) 0.6706(2) 0.5546(2) 0.0423(7) Uani 1 1 d . . . . .
C11 C 0.8095(4) 0.5557(2) 0.5151(2) 0.0430(7) Uani 1 1 d . . . . .
C12 C 0.7726(4) 0.5103(2) 0.4016(2) 0.0473(7) Uani 1 1 d . . . . .
H12 H 0.7052 0.4360 0.3502 0.057 Uiso 1 1 calc R U . . .
C13 C 0.8326(4) 0.5878(2) 0.2718(2) 0.0492(7) Uani 1 1 d . . . . .
C14 C 0.8484(4) 0.4824(3) 0.1864(2) 0.0645(9) Uani 1 1 d . . . . .
H14 H 0.8763 0.4154 0.1985 0.077 Uiso 1 1 calc R U . . .
C15 C 0.8219(5) 0.4783(3) 0.0824(3) 0.0816(12) Uani 1 1 d . . . . .
H15 H 0.8312 0.4074 0.0238 0.098 Uiso 1 1 calc R U . . .
C16 C 0.7821(5) 0.5775(3) 0.0645(3) 0.0831(12) Uani 1 1 d . . . . .
H16 H 0.7640 0.5735 -0.0059 0.100 Uiso 1 1 calc R U . . .
C17 C 0.7689(5) 0.6826(3) 0.1508(3) 0.0747(11) Uani 1 1 d . . . . .
H17 H 0.7429 0.7502 0.1389 0.090 Uiso 1 1 calc R U . . .
C18 C 0.7941(4) 0.6882(3) 0.2547(2) 0.0628(9) Uani 1 1 d . . . . .
H18 H 0.7853 0.7593 0.3132 0.075 Uiso 1 1 calc R U . . .
C19 C 0.7509(4) 0.5055(2) 0.5808(2) 0.0468(7) Uani 1 1 d . . . . .
H19 H 0.7943 0.5526 0.6567 0.056 Uiso 1 1 calc R U . . .
C20 C 0.6432(4) 0.4016(2) 0.5520(2) 0.0466(7) Uani 1 1 d . . . . .
C21 C 0.5523(4) 0.3031(2) 0.4425(2) 0.0501(7) Uani 1 1 d . . . . .
C22 C 0.5928(4) 0.3646(2) 0.6291(2) 0.0507(8) Uani 1 1 d . . . . .
C23 C 0.6488(5) 0.4303(3) 0.7517(2) 0.0745(10) Uani 1 1 d . . . . .
H23A H 0.6025 0.3819 0.7822 0.112 Uiso 1 1 calc R U . . .
H23B H 0.6105 0.5076 0.7758 0.112 Uiso 1 1 calc R U . . .
H23C H 0.7695 0.4437 0.7765 0.112 Uiso 1 1 calc R U . . .
C24 C 0.3593(4) 0.1074(2) 0.3923(2) 0.0487(7) Uani 1 1 d . . . . .
C25 C 0.3085(4) 0.0720(2) 0.2798(2) 0.0552(8) Uani 1 1 d . . . . .
H25 H 0.3374 0.1251 0.2514 0.066 Uiso 1 1 calc R U . . .
C26 C 0.2148(4) -0.0424(3) 0.2100(3) 0.0666(9) Uani 1 1 d . . . . .
H26 H 0.1819 -0.0662 0.1342 0.080 Uiso 1 1 calc R U . . .
C27 C 0.1690(5) -0.1220(3) 0.2503(3) 0.0737(10) Uani 1 1 d . . . . .
H27 H 0.1073 -0.1996 0.2023 0.088 Uiso 1 1 calc R U . . .
C28 C 0.2158(5) -0.0853(3) 0.3622(3) 0.0757(10) Uani 1 1 d . . . . .
H28 H 0.1831 -0.1377 0.3904 0.091 Uiso 1 1 calc R U . . .
C29 C 0.3108(4) 0.0287(3) 0.4337(3) 0.0627(9) Uani 1 1 d . . . . .
H29 H 0.3422 0.0525 0.5095 0.075 Uiso 1 1 calc R U . . .
N1 N 1.1509(3) 0.91404(18) 0.81728(17) 0.0459(6) Uani 1 1 d . . . . .
N2 N 1.0735(3) 0.8376(2) 0.84837(18) 0.0537(7) Uani 1 1 d . . . . .
N3 N 0.9844(3) 0.74405(19) 0.75684(17) 0.0517(6) Uani 1 1 d . . . . .
N4 N 0.9417(3) 0.69274(18) 0.47162(17) 0.0487(6) Uani 1 1 d . . . . .
N5 N 0.8508(3) 0.59184(18) 0.37836(17) 0.0472(6) Uani 1 1 d . . . . .
N6 N 0.4609(3) 0.22280(18) 0.46589(17) 0.0483(6) Uani 1 1 d . . . . .
N7 N 0.4894(3) 0.2616(2) 0.58018(17) 0.0537(7) Uani 1 1 d . . . . .
O1 O 0.5514(3) 0.28920(17) 0.34902(16) 0.0680(7) Uani 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
C2 C1 C6 120.5(3) . .
C2 C1 N1 119.3(3) . .
C6 C1 N1 120.2(2) . .
C3 C2 C1 119.8(3) . .
C3 C2 H2 120.1 . .
C1 C2 H2 120.1 . .
C2 C3 C4 120.0(3) . .
C2 C3 H3 120.0 . .
C4 C3 H3 120.0 . .
C3 C4 C5 120.1(3) . .
C3 C4 H4 120.0 . .
C5 C4 H4 120.0 . .
C6 C5 C4 119.9(4) . .
C6 C5 H5 120.0 . .
C4 C5 H5 120.0 . .
C5 C6 C1 119.7(3) . .
C5 C6 H6 120.2 . .
C1 C6 H6 120.2 . .
N1 C7 C8 104.0(2) . .
N1 C7 C9 124.3(2) . .
C8 C7 C9 131.7(2) . .
N3 C8 C7 108.7(2) . .
N3 C8 C10 121.6(2) . .
C7 C8 C10 129.7(3) . .
C7 C9 H9A 109.5 . .
C7 C9 H9B 109.5 . .
H9A C9 H9B 109.5 . .
C7 C9 H9C 109.5 . .
H9A C9 H9C 109.5 . .
H9B C9 H9C 109.5 . .
N4 C10 C11 111.6(2) . .
N4 C10 C8 118.8(2) . .
C11 C10 C8 129.6(2) . .
C12 C11 C19 129.7(3) . .
C12 C11 C10 103.4(2) . .
C19 C11 C10 126.9(2) . .
N5 C12 C11 108.1(2) . .
N5 C12 H12 125.9 . .
C11 C12 H12 125.9 . .
C14 C13 C18 120.9(3) . .
C14 C13 N5 119.5(2) . .
C18 C13 N5 119.6(2) . .
C13 C14 C15 118.6(3) . .
C13 C14 H14 120.7 . .
C15 C14 H14 120.7 . .
C16 C15 C14 120.8(3) . .
C16 C15 H15 119.6 . .
C14 C15 H15 119.6 . .
C17 C16 C15 119.9(3) . .
C17 C16 H16 120.1 . .
C15 C16 H16 120.1 . .
C16 C17 C18 120.0(3) . .
C16 C17 H17 120.0 . .
C18 C17 H17 120.0 . .
C17 C18 C13 119.7(3) . .
C17 C18 H18 120.1 . .
C13 C18 H18 120.1 . .
C20 C19 C11 131.5(2) . .
C20 C19 H19 114.3 . .
C11 C19 H19 114.3 . .
C19 C20 C22 124.9(2) . .
C19 C20 C21 130.8(3) . .
C22 C20 C21 104.2(2) . .
O1 C21 N6 124.9(3) . .
O1 C21 C20 130.9(3) . .
N6 C21 C20 104.2(2) . .
N7 C22 C20 112.6(2) . .
N7 C22 C23 120.3(3) . .
C20 C22 C23 127.1(3) . .
C22 C23 H23A 109.5 . .
C22 C23 H23B 109.5 . .
H23A C23 H23B 109.5 . .
C22 C23 H23C 109.5 . .
H23A C23 H23C 109.5 . .
H23B C23 H23C 109.5 . .
C25 C24 C29 119.5(3) . .
C25 C24 N6 121.0(3) . .
C29 C24 N6 119.6(3) . .
C26 C25 C24 119.7(3) . .
C26 C25 H25 120.2 . .
C24 C25 H25 120.2 . .
C27 C26 C25 121.2(3) . .
C27 C26 H26 119.4 . .
C25 C26 H26 119.4 . .
C28 C27 C26 119.0(3) . .
C28 C27 H27 120.5 . .
C26 C27 H27 120.5 . .
C27 C28 C29 120.8(3) . .
C27 C28 H28 119.6 . .
C29 C28 H28 119.6 . .
C28 C29 C24 119.9(3) . .
C28 C29 H29 120.1 . .
C24 C29 H29 120.0 . .
C7 N1 N2 111.5(2) . .
C7 N1 C1 130.4(2) . .
N2 N1 C1 118.1(2) . .
N3 N2 N1 106.6(2) . .
N2 N3 C8 109.2(2) . .
C10 N4 N5 104.4(2) . .
C12 N5 N4 112.5(2) . .
C12 N5 C13 126.7(2) . .
N4 N5 C13 120.4(2) . .
C21 N6 N7 112.1(2) . .
C21 N6 C24 129.0(2) . .
N7 N6 C24 118.6(2) . .
C22 N7 N6 106.8(2) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
C1 C2 1.378(4) .
C1 C6 1.380(4) .
C1 N1 1.438(3) .
C2 C3 1.377(4) .
C2 H2 0.9300 .
C3 C4 1.381(5) .
C3 H3 0.9300 .
C4 C5 1.382(5) .
C4 H4 0.9300 .
C5 C6 1.380(4) .
C5 H5 0.9300 .
C6 H6 0.9300 .
C7 N1 1.349(3) .
C7 C8 1.381(4) .
C7 C9 1.484(4) .
C8 N3 1.361(3) .
C8 C10 1.465(4) .
C9 H9A 0.9600 .
C9 H9B 0.9600 .
C9 H9C 0.9600 .
C10 N4 1.329(3) .
C10 C11 1.441(4) .
C11 C12 1.380(3) .
C11 C19 1.434(4) .
C12 N5 1.337(4) .
C12 H12 0.9300 .
C13 C14 1.376(4) .
C13 C18 1.378(4) .
C13 N5 1.425(3) .
C14 C15 1.383(4) .
C14 H14 0.9300 .
C15 C16 1.373(4) .
C15 H15 0.9300 .
C16 C17 1.373(4) .
C16 H16 0.9300 .
C17 C18 1.375(4) .
C17 H17 0.9300 .
C18 H18 0.9300 .
C19 C20 1.358(4) .
C19 H19 0.9300 .
C20 C22 1.443(4) .
C20 C21 1.474(4) .
C21 O1 1.229(3) .
C21 N6 1.385(4) .
C22 N7 1.294(3) .
C22 C23 1.485(4) .
C23 H23A 0.9600 .
C23 H23B 0.9600 .
C23 H23C 0.9600 .
C24 C25 1.380(4) .
C24 C29 1.385(4) .
C24 N6 1.417(3) .
C25 C26 1.376(4) .
C25 H25 0.9300 .
C26 C27 1.375(5) .
C26 H26 0.9300 .
C27 C28 1.371(4) .
C27 H27 0.9300 .
C28 C29 1.381(4) .
C28 H28 0.9300 .
C29 H29 0.9300 .
N1 N2 1.358(3) .
N2 N3 1.315(3) .
N4 N5 1.371(3) .
N6 N7 1.405(3) .
