#------------------------------------------------------------------------------
#$Date: 2025-07-03 12:18:25 +0300 (Thu, 03 Jul 2025) $
#$Revision: 300305 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/57/29/1572956.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_1572956
loop_
_publ_author_name
'Juma, David O.'
'Omondi, Bernard'
'Zamisa, Sizwe J.'
'Munzeiwa, Wisdom'
_journal_coeditor_code           TK4110
_journal_issue                   10
_journal_name_full               IUCrData
_journal_page_first              x240988
_journal_paper_doi               10.1107/S241431462400988X
_journal_volume                  9
_journal_year                    2024
_chemical_formula_iupac          'C20 H26 N2 O2'
_chemical_formula_moiety         'C20 H26 N2 O2'
_chemical_formula_sum            'C20 H26 N2 O2'
_chemical_formula_weight         326.43
_chemical_name_systematic
'(Z)-N-(2,6-Diisopropylphenyl)-1-[(2-methoxyphenyl)amino]methanimine oxide'
_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   geom
_audit_creation_method
;
Olex2 1.5
(compiled 2024.02.16 svn.r378c4104 for OlexSys, GUI svn.r6928)
;
_cell_angle_alpha                90
_cell_angle_beta                 91.315(3)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   10.1243(4)
_cell_length_b                   23.9410(10)
_cell_length_c                   7.5053(3)
_cell_measurement_reflns_used    3357
_cell_measurement_temperature    100
_cell_measurement_theta_max      26.06
_cell_measurement_theta_min      2.64
_cell_volume                     1818.70(13)
_computing_cell_refinement
;
APEX2 (Bruker, 2010)
;
_computing_data_collection
;
SAINT (Bruker, 2010)
;
_computing_data_reduction
;
SAINT (Bruker, 2010)
;
_computing_molecular_graphics
;
Olex2 (Dolomanov et al.,  2009)
;
_computing_publication_material
;
Olex2 (Dolomanov et al.,  2009)
;
_computing_structure_refinement
;
SHELXL2018/3 (Sheldrick, 2015b)
;
_computing_structure_solution
;
SHELXT (Sheldrick, 2015a)
;
_diffrn_ambient_temperature      100
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_device_type  'Bruker APEXII CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0499
_diffrn_reflns_av_unetI/netI     0.0431
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       28
_diffrn_reflns_limit_k_min       -26
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_limit_l_min       -6
_diffrn_reflns_number            19835
_diffrn_reflns_theta_full        25.241
_diffrn_reflns_theta_max         25.241
_diffrn_reflns_theta_min         1.701
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.077
_exptl_absorpt_correction_T_max  0.992
_exptl_absorpt_correction_T_min  0.984
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
(SADABS; Krause et al.,  2015)
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.192
_exptl_crystal_description       block
_exptl_crystal_F_000             704
_exptl_crystal_size_max          0.22
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.11
_refine_diff_density_max         0.169
_refine_diff_density_min         -0.336
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.033
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     222
_refine_ls_number_reflns         3268
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.034
_refine_ls_R_factor_all          0.0747
_refine_ls_R_factor_gt           0.0436
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0455P)²+0.5644P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0954
_refine_ls_wR_factor_ref         0.1077
_reflns_number_gt                2304
_reflns_number_total             3268
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            tk4110.cif
_cod_data_source_block           I
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               1572956
#BEGIN Tags that were not found in dictionaries:
_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   0.983
_shelx_estimated_absorpt_t_max   0.992
#END Tags that were not found in dictionaries
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_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_calc_flag
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O O1 0.24618(12) 0.68362(5) -0.12209(16) 0.0240(3) Uani d 1 . .
O O2 0.63374(13) 0.64315(6) 0.11780(18) 0.0331(4) Uani d 1 . .
N N1 0.58378(14) 0.61829(6) 0.25631(19) 0.0170(3) Uani d 1 . .
N N2 0.37631(14) 0.64203(6) 0.1547(2) 0.0190(4) Uani d 1 . .
H H2 0.413234 0.658969 0.064484 0.023 Uiso calc 1 . .
C C1 0.82344(18) 0.54648(8) 0.6549(3) 0.0260(5) Uani d 1 . .
H H1 0.874167 0.529441 0.748058 0.031 Uiso calc 1 . .
C C2 0.77386(18) 0.59966(8) 0.6781(2) 0.0225(4) Uani d 1 . .
H H2A 0.791133 0.618873 0.786910 0.027 Uiso calc 1 . .
C C3 0.69884(16) 0.62541(7) 0.5438(2) 0.0180(4) Uani d 1 . .
C C4 0.67049(16) 0.59410(7) 0.3911(2) 0.0164(4) Uani d 1 . .
C C5 0.45720(17) 0.61710(7) 0.2758(2) 0.0182(4) Uani d 1 . .
H H5 0.421147 0.598614 0.375576 0.022 Uiso calc 1 . .
C C6 0.23759(17) 0.64312(7) 0.1612(2) 0.0170(4) Uani d 1 . .
C C7 0.16819(18) 0.62453(8) 0.3053(3) 0.0229(4) Uani d 1 . .
H H7 0.214562 0.610891 0.407812 0.028 Uiso calc 1 . .
C C8 0.03063(18) 0.62555(8) 0.3021(3) 0.0283(5) Uani d 1 . .
H H8 -0.016409 0.612074 0.401349 0.034 Uiso calc 1 . .
C C9 -0.03726(18) 0.64608(8) 0.1551(3) 0.0277(5) Uani d 1 . .
H H9 -0.131108 0.646543 0.152560 0.033 Uiso calc 1 . .
C C10 0.1809(2) 0.71154(9) -0.2667(3) 0.0317(5) Uani d 1 . .
H H10A 0.120039 0.685618 -0.327481 0.048 Uiso calc 1 . .
H H10B 0.246584 0.724767 -0.350876 0.048 Uiso calc 1 . .
H H10C 0.131282 0.743447 -0.221269 0.048 Uiso calc 1 . .
C C11 0.16860(17) 0.66476(7) 0.0128(2) 0.0188(4) Uani d 1 . .
C C12 0.65352(17) 0.68551(8) 0.5626(2) 0.0210(4) Uani d 1 . .
H H12 0.615423 0.697475 0.444555 0.025 Uiso calc 1 . .
C C13 0.76943(19) 0.72415(8) 0.6074(3) 0.0305(5) Uani d 1 . .
H H13A 0.805030 0.715203 0.726483 0.046 Uiso calc 1 . .
H H13B 0.739196 0.763030 0.604830 0.046 Uiso calc 1 . .
H H13C 0.838529 0.719026 0.519491 0.046 Uiso calc 1 . .
C C14 0.5452(2) 0.69169(9) 0.6997(3) 0.0320(5) Uani d 1 . .
H H14A 0.469131 0.668580 0.664185 0.048 Uiso calc 1 . .
H H14B 0.517834 0.730900 0.706103 0.048 Uiso calc 1 . .
H H14C 0.579024 0.679568 0.816829 0.048 Uiso calc 1 . .
C C15 0.80004(18) 0.51781(8) 0.4976(3) 0.0239(5) Uani d 1 . .
H H15 0.838574 0.482028 0.481773 0.029 Uiso calc 1 . .
C C16 0.72077(17) 0.54058(7) 0.3619(2) 0.0195(4) Uani d 1 . .
C C17 0.68975(19) 0.50857(8) 0.1912(2) 0.0253(5) Uani d 1 . .
H H17 0.652702 0.535657 0.101812 0.030 Uiso calc 1 . .
C C18 0.5848(2) 0.46398(9) 0.2228(3) 0.0419(6) Uani d 1 . .
H H18A 0.620523 0.435607 0.304729 0.063 Uiso calc 1 . .
H H18B 0.559595 0.446378 0.109107 0.063 Uiso calc 1 . .
H H18C 0.506945 0.481362 0.274722 0.063 Uiso calc 1 . .
C C19 0.03187(17) 0.66612(7) 0.0105(3) 0.0233(4) Uani d 1 . .
H H19 -0.014889 0.680792 -0.090184 0.028 Uiso calc 1 . .
C C22 0.8135(2) 0.48265(9) 0.1134(3) 0.0371(5) Uani d 1 . .
H H22A 0.881168 0.511530 0.100393 0.056 Uiso calc 1 . .
H H22B 0.791668 0.466460 -0.003513 0.056 Uiso calc 1 . .
H H22C 0.847068 0.453307 0.193454 0.056 Uiso calc 1 . .
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_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
C11 O1 C10 . . 116.96(14) ?
O2 N1 C4 . . 119.89(14) ?
C5 N1 O2 . . 120.10(15) ?
C5 N1 C4 . . 119.96(15) ?
C5 N2 H2 . . 117.4 ?
C5 N2 C6 . . 125.18(15) ?
C6 N2 H2 . . 117.4 ?
C2 C1 H1 . . 119.7 ?
C2 C1 C15 . . 120.67(17) ?
C15 C1 H1 . . 119.7 ?
C1 C2 H2A . . 119.6 ?
C1 C2 C3 . . 120.72(18) ?
C3 C2 H2A . . 119.6 ?
C2 C3 C4 . . 117.11(16) ?
C2 C3 C12 . . 120.91(16) ?
C4 C3 C12 . . 121.96(15) ?
C3 C4 N1 . . 118.05(15) ?
C3 C4 C16 . . 123.60(16) ?
C16 C4 N1 . . 118.35(15) ?
N1 C5 N2 . . 120.13(16) ?
N1 C5 H5 . . 119.9 ?
N2 C5 H5 . . 119.9 ?
C7 C6 N2 . . 123.31(16) ?
C7 C6 C11 . . 119.35(16) ?
C11 C6 N2 . . 117.34(16) ?
C6 C7 H7 . . 119.7 ?
C6 C7 C8 . . 120.58(17) ?
C8 C7 H7 . . 119.7 ?
C7 C8 H8 . . 120.0 ?
C9 C8 C7 . . 120.06(18) ?
C9 C8 H8 . . 120.0 ?
C8 C9 H9 . . 120.1 ?
C8 C9 C19 . . 119.84(17) ?
C19 C9 H9 . . 120.1 ?
O1 C10 H10A . . 109.5 ?
O1 C10 H10B . . 109.5 ?
O1 C10 H10C . . 109.5 ?
H10A C10 H10B . . 109.5 ?
H10A C10 H10C . . 109.5 ?
H10B C10 H10C . . 109.5 ?
O1 C11 C6 . . 115.16(15) ?
O1 C11 C19 . . 124.93(16) ?
C19 C11 C6 . . 119.91(17) ?
C3 C12 H12 . . 107.5 ?
C3 C12 C13 . . 111.26(15) ?
C3 C12 C14 . . 112.18(15) ?
C13 C12 H12 . . 107.5 ?
C13 C12 C14 . . 110.69(16) ?
C14 C12 H12 . . 107.5 ?
C12 C13 H13A . . 109.5 ?
C12 C13 H13B . . 109.5 ?
C12 C13 H13C . . 109.5 ?
H13A C13 H13B . . 109.5 ?
H13A C13 H13C . . 109.5 ?
H13B C13 H13C . . 109.5 ?
C12 C14 H14A . . 109.5 ?
C12 C14 H14B . . 109.5 ?
C12 C14 H14C . . 109.5 ?
H14A C14 H14B . . 109.5 ?
H14A C14 H14C . . 109.5 ?
H14B C14 H14C . . 109.5 ?
C1 C15 H15 . . 119.5 ?
C1 C15 C16 . . 121.01(17) ?
C16 C15 H15 . . 119.5 ?
C4 C16 C17 . . 121.73(16) ?
C15 C16 C4 . . 116.70(17) ?
C15 C16 C17 . . 121.57(16) ?
C16 C17 H17 . . 107.8 ?
C16 C17 C18 . . 110.65(16) ?
C16 C17 C22 . . 111.84(16) ?
C18 C17 H17 . . 107.8 ?
C22 C17 H17 . . 107.8 ?
C22 C17 C18 . . 110.80(17) ?
C17 C18 H18A . . 109.5 ?
C17 C18 H18B . . 109.5 ?
C17 C18 H18C . . 109.5 ?
H18A C18 H18B . . 109.5 ?
H18A C18 H18C . . 109.5 ?
H18B C18 H18C . . 109.5 ?
C9 C19 H19 . . 119.9 ?
C11 C19 C9 . . 120.24(17) ?
C11 C19 H19 . . 119.9 ?
C17 C22 H22A . . 109.5 ?
C17 C22 H22B . . 109.5 ?
C17 C22 H22C . . 109.5 ?
H22A C22 H22B . . 109.5 ?
H22A C22 H22C . . 109.5 ?
H22B C22 H22C . . 109.5 ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
O1 C10 . 1.424(2) ?
O1 C11 . 1.372(2) ?
O2 N1 . 1.3095(19) ?
N1 C4 . 1.445(2) ?
N1 C5 . 1.294(2) ?
N2 H2 . 0.8800 ?
N2 C5 . 1.349(2) ?
N2 C6 . 1.407(2) ?
C1 H1 . 0.9500 ?
C1 C2 . 1.381(3) ?
C1 C15 . 1.381(3) ?
C2 H2A . 0.9500 ?
C2 C3 . 1.392(2) ?
C3 C4 . 1.394(2) ?
C3 C12 . 1.518(3) ?
C4 C16 . 1.398(2) ?
C5 H5 . 0.9500 ?
C6 C7 . 1.377(3) ?
C6 C11 . 1.401(2) ?
C7 H7 . 0.9500 ?
C7 C8 . 1.393(3) ?
C8 H8 . 0.9500 ?
C8 C9 . 1.377(3) ?
C9 H9 . 0.9500 ?
C9 C19 . 1.390(3) ?
C10 H10A . 0.9800 ?
C10 H10B . 0.9800 ?
C10 H10C . 0.9800 ?
C11 C19 . 1.384(2) ?
C12 H12 . 1.0000 ?
C12 C13 . 1.526(3) ?
C12 C14 . 1.529(3) ?
C13 H13A . 0.9800 ?
C13 H13B . 0.9800 ?
C13 H13C . 0.9800 ?
C14 H14A . 0.9800 ?
C14 H14B . 0.9800 ?
C14 H14C . 0.9800 ?
C15 H15 . 0.9500 ?
C15 C16 . 1.394(2) ?
C16 C17 . 1.519(3) ?
C17 H17 . 1.0000 ?
C17 C18 . 1.529(3) ?
C17 C22 . 1.526(3) ?
C18 H18A . 0.9800 ?
C18 H18B . 0.9800 ?
C18 H18C . 0.9800 ?
C19 H19 . 0.9500 ?
C22 H22A . 0.9800 ?
C22 H22B . 0.9800 ?
C22 H22C . 0.9800 ?
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_publ_flag
C9 H9 O2 1_455 0.95 2.39 3.337(2) 174 yes
C14 H14C O2 1_556 0.98 2.47 3.445(2) 172 yes
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_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion
_geom_torsion_publ_flag
O1 C11 C19 C9 . . . . -179.71(17) ?
O2 N1 C4 C3 . . . . 97.35(19) ?
O2 N1 C4 C16 . . . . -83.0(2) ?
O2 N1 C5 N2 . . . . -0.8(3) ?
N1 C4 C16 C15 . . . . -177.70(15) ?
N1 C4 C16 C17 . . . . 1.8(2) ?
N2 C6 C7 C8 . . . . -178.56(17) ?
N2 C6 C11 O1 . . . . -1.2(2) ?
N2 C6 C11 C19 . . . . 179.04(16) ?
C1 C2 C3 C4 . . . . 3.5(3) ?
C1 C2 C3 C12 . . . . -175.00(17) ?
C1 C15 C16 C4 . . . . 2.0(3) ?
C1 C15 C16 C17 . . . . -177.53(17) ?
C2 C1 C15 C16 . . . . -3.1(3) ?
C2 C3 C4 N1 . . . . 175.00(15) ?
C2 C3 C4 C16 . . . . -4.7(3) ?
C2 C3 C12 C13 . . . . 53.0(2) ?
C2 C3 C12 C14 . . . . -71.6(2) ?
C3 C4 C16 C15 . . . . 2.0(3) ?
C3 C4 C16 C17 . . . . -178.50(16) ?
C4 N1 C5 N2 . . . . 176.73(15) ?
C4 C3 C12 C13 . . . . -125.41(18) ?
C4 C3 C12 C14 . . . . 109.98(19) ?
C4 C16 C17 C18 . . . . -102.6(2) ?
C4 C16 C17 C22 . . . . 133.38(18) ?
C5 N1 C4 C3 . . . . -80.2(2) ?
C5 N1 C4 C16 . . . . 99.5(2) ?
C5 N2 C6 C7 . . . . 8.4(3) ?
C5 N2 C6 C11 . . . . -172.09(16) ?
C6 N2 C5 N1 . . . . 179.54(16) ?
C6 C7 C8 C9 . . . . -1.0(3) ?
C6 C11 C19 C9 . . . . 0.0(3) ?
C7 C6 C11 O1 . . . . 178.31(16) ?
C7 C6 C11 C19 . . . . -1.4(3) ?
C7 C8 C9 C19 . . . . -0.4(3) ?
C8 C9 C19 C11 . . . . 0.9(3) ?
C10 O1 C11 C6 . . . . -173.25(16) ?
C10 O1 C11 C19 . . . . 6.5(3) ?
C11 C6 C7 C8 . . . . 1.9(3) ?
C12 C3 C4 N1 . . . . -6.5(2) ?
C12 C3 C4 C16 . . . . 173.79(16) ?
C15 C1 C2 C3 . . . . 0.2(3) ?
C15 C16 C17 C18 . . . . 76.9(2) ?
C15 C16 C17 C22 . . . . -47.1(2) ?
