#------------------------------------------------------------------------------
#$Date: 2025-08-21 03:34:05 +0200 (Thu 21 de Aug de 2025) $
#$Revision: 301843 $
#$URL: svn://www.crystallography.net/cod/cif/4/51/77/4517784.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_4517784
loop_
_publ_author_name
'Mbugua, Simon N.'
'Sibuyi, Nicole R. S.'
'Njenga, Lydia W.'
'Odhiambo, Ruth A.'
'Wandiga, Shem O.'
'Meyer, Mervin'
'Lalancette, Roger A.'
'Onani, Martin O.'
_publ_section_title
;
 New Palladium(II) and Platinum(II) Complexes Based on Pyrrole Schiff
 Bases: Synthesis, Characterization, X-ray Structure, and Anticancer
 Activity
;
_journal_issue                   25
_journal_name_full               'ACS Omega'
_journal_page_first              14942
_journal_page_last               14954
_journal_paper_doi               10.1021/acsomega.0c00360
_journal_volume                  5
_journal_year                    2020
_chemical_formula_moiety         'C12 H12 N2'
_chemical_formula_sum            'C12 H12 N2'
_chemical_formula_weight         184.24
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yn'
_space_group_name_H-M_alt        'P 1 21/n 1'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-2014/7
_cell_angle_alpha                90
_cell_angle_beta                 94.219(2)
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   9.8330(3)
_cell_length_b                   17.3251(7)
_cell_length_c                   11.7851(4)
_cell_measurement_reflns_used    9909
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      68.53
_cell_measurement_theta_min      3.76
_cell_volume                     2002.24(12)
_computing_cell_refinement       'APEX 2'
_computing_data_collection       'APEX 2 (Bruker, 2006)'
_computing_data_reduction        'SAINT (Bruker, 2005)'
_computing_molecular_graphics    SHELXTL
_computing_publication_material  SHELXTL
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_structure_solution    'SHELXL-2014/7 (Sheldrick, 2014)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.978
_diffrn_measured_fraction_theta_max 0.965
_diffrn_measurement_device_type  'Bruker SMART CCD Apex-II area-detector'
_diffrn_measurement_method       'φ and ω'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0338
_diffrn_reflns_av_unetI/netI     0.0182
_diffrn_reflns_Laue_measured_fraction_full 0.978
_diffrn_reflns_Laue_measured_fraction_max 0.965
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            18776
_diffrn_reflns_point_group_measured_fraction_full 0.978
_diffrn_reflns_point_group_measured_fraction_max 0.965
_diffrn_reflns_theta_full        67.679
_diffrn_reflns_theta_max         68.529
_diffrn_reflns_theta_min         4.546
_exptl_absorpt_coefficient_mu    0.572
_exptl_absorpt_correction_T_max  0.914
_exptl_absorpt_correction_T_min  0.838
_exptl_absorpt_correction_type   numerical
_exptl_absorpt_process_details   'SADABS (Sheldrick, 2008a)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.222
_exptl_crystal_description       block
_exptl_crystal_F_000             784
_exptl_crystal_size_max          0.427
_exptl_crystal_size_mid          0.273
_exptl_crystal_size_min          0.266
_refine_diff_density_max         0.180
_refine_diff_density_min         -0.182
_refine_diff_density_rms         0.034
_refine_ls_extinction_coef       0.0025(2)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2014/7 (Sheldrick 2014'
_refine_ls_goodness_of_fit_ref   1.031
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     254
_refine_ls_number_reflns         3561
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.031
_refine_ls_R_factor_all          0.0338
_refine_ls_R_factor_gt           0.0321
_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)+(0.0457P)²+0.6001P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0876
_refine_ls_wR_factor_ref         0.0892
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3355
_reflns_number_total             3561
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            ao0c00360_si_002.cif
_cod_data_source_block           180221RAL_MO_PC_BA_100K_0m_a
_cod_depositor_comments
;Adding full bibliography for 4517784--4517786.cif.

 Adding full bibliography for 4517784--4517786.cif.
;
_cod_original_sg_symbol_H-M      'P 21/n'
_cod_database_code               4517784
_shelx_shelxl_version_number     2014/7
_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   0.792
_shelx_estimated_absorpt_t_max   0.863
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'
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
N1 N 0.17850(8) 0.32254(5) 0.39877(7) 0.0177(2) Uani 1 1 d . . . . .
N2 N 0.39962(8) 0.39866(5) 0.53630(7) 0.0174(2) Uani 1 1 d . . . . .
H1A H 0.4349 0.3822 0.4708 0.021 Uiso 1 1 d R U . . .
C1 C 0.17226(10) 0.33589(6) 0.50490(8) 0.0176(2) Uani 1 1 d . . . . .
H1 H 0.0963 0.3183 0.5397 0.021 Uiso 1 1 calc R U . . .
C2 C 0.27604(10) 0.37658(6) 0.57368(8) 0.0176(2) Uani 1 1 d . . . . .
C3 C 0.27372(11) 0.40011(6) 0.68571(9) 0.0217(2) Uani 1 1 d . . . . .
H3 H 0.2025 0.3929 0.7324 0.026 Uiso 1 1 calc R U . . .
C4 C 0.39879(11) 0.43703(6) 0.71631(9) 0.0227(2) Uani 1 1 d . . . . .
H4 H 0.4252 0.4589 0.7865 0.027 Uiso 1 1 calc R U . . .
C5 C 0.47415(11) 0.43453(6) 0.62294(9) 0.0199(2) Uani 1 1 d . . . . .
H5 H 0.5618 0.4541 0.6194 0.024 Uiso 1 1 calc R U . . .
C6 C 0.06704(10) 0.27653(6) 0.34382(9) 0.0195(2) Uani 1 1 d . . . . .
H6A H 0.0015 0.2649 0.3991 0.023 Uiso 1 1 calc R U . . .
H6B H 0.1034 0.2280 0.3182 0.023 Uiso 1 1 calc R U . . .
C7 C -0.00487(10) 0.31780(6) 0.24342(8) 0.0170(2) Uani 1 1 d . . . . .
C8 C -0.02993(10) 0.27971(6) 0.14003(9) 0.0190(2) Uani 1 1 d . . . . .
H8 H -0.0022 0.2287 0.1332 0.023 Uiso 1 1 calc R U . . .
C9 C -0.09577(10) 0.31667(6) 0.04695(9) 0.0212(2) Uani 1 1 d . . . . .
H9 H -0.1118 0.2904 -0.0215 0.025 Uiso 1 1 calc R U . . .
C10 C -0.13768(10) 0.39271(6) 0.05579(9) 0.0217(2) Uani 1 1 d . . . . .
H10 H -0.1806 0.4179 -0.0067 0.026 Uiso 1 1 calc R U . . .
C11 C -0.11472(10) 0.43084(6) 0.15935(9) 0.0216(2) Uani 1 1 d . . . . .
H11 H -0.1436 0.4816 0.1664 0.026 Uiso 1 1 calc R U . . .
C12 C -0.04914(10) 0.39375(6) 0.25207(9) 0.0195(2) Uani 1 1 d . . . . .
H12 H -0.0345 0.4199 0.3208 0.023 Uiso 1 1 calc R U . . .
N3 N 0.56523(8) 0.32402(5) 0.35411(7) 0.0178(2) Uani 1 1 d . . . . .
N4 N 0.33759(9) 0.38986(5) 0.21193(7) 0.0175(2) Uani 1 1 d . . . . .
H2A H 0.3052 0.3730 0.2791 0.021 Uiso 1 1 d R U . . .
C13 C 0.57280(10) 0.33804(6) 0.24835(8) 0.0175(2) Uani 1 1 d . . . . .
H13 H 0.6523 0.3242 0.2153 0.021 Uiso 1 1 calc R U . . .
C14 C 0.46541(10) 0.37397(6) 0.17727(8) 0.0173(2) Uani 1 1 d . . . . .
C15 C 0.46762(11) 0.39709(6) 0.06516(9) 0.0214(2) Uani 1 1 d . . . . .
H15 H 0.5412 0.3935 0.0202 0.026 Uiso 1 1 calc R U . . .
C16 C 0.33803(11) 0.42708(6) 0.03169(9) 0.0237(2) Uani 1 1 d . . . . .
H16 H 0.3102 0.4472 -0.0394 0.028 Uiso 1 1 calc R U . . .
C17 C 0.26007(11) 0.42120(6) 0.12320(9) 0.0211(2) Uani 1 1 d . . . . .
H17 H 0.1693 0.4361 0.1244 0.025 Uiso 1 1 calc R U . . .
C18 C 0.68264(10) 0.28397(6) 0.41082(9) 0.0189(2) Uani 1 1 d . . . . .
H18A H 0.7480 0.2726 0.3553 0.023 Uiso 1 1 calc R U . . .
H18B H 0.6525 0.2353 0.4411 0.023 Uiso 1 1 calc R U . . .
C19 C 0.75198(10) 0.33109(6) 0.50646(8) 0.0170(2) Uani 1 1 d . . . . .
C20 C 0.79578(10) 0.29523(6) 0.60835(9) 0.0196(2) Uani 1 1 d . . . . .
H20 H 0.7813 0.2426 0.6171 0.024 Uiso 1 1 calc R U . . .
C21 C 0.86080(11) 0.33698(7) 0.69707(9) 0.0226(2) Uani 1 1 d . . . . .
H21 H 0.8892 0.3123 0.7648 0.027 Uiso 1 1 calc R U . . .
C22 C 0.88338(11) 0.41532(6) 0.68477(9) 0.0230(2) Uani 1 1 d . . . . .
H22 H 0.9264 0.4435 0.7442 0.028 Uiso 1 1 calc R U . . .
C23 C 0.84128(11) 0.45159(6) 0.58300(9) 0.0227(2) Uani 1 1 d . . . . .
H23 H 0.8570 0.5041 0.5742 0.027 Uiso 1 1 calc R U . . .
C24 C 0.77584(10) 0.40986(6) 0.49450(9) 0.0198(2) Uani 1 1 d . . . . .
H24 H 0.7477 0.4346 0.4268 0.024 Uiso 1 1 calc R U . . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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 0.0311 0.0180 '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
C1 N1 C6 116.26(9) . . ?
C5 N2 C2 109.01(8) . . ?
C5 N2 H1A 123.9 . . ?
C2 N2 H1A 125.6 . . ?
N1 C1 C2 123.81(9) . . ?
N1 C1 H1 118.1 . . ?
C2 C1 H1 118.1 . . ?
N2 C2 C3 107.47(9) . . ?
N2 C2 C1 124.16(9) . . ?
C3 C2 C1 128.36(9) . . ?
C2 C3 C4 107.61(9) . . ?
C2 C3 H3 126.2 . . ?
C4 C3 H3 126.2 . . ?
C5 C4 C3 107.05(9) . . ?
C5 C4 H4 126.5 . . ?
C3 C4 H4 126.5 . . ?
N2 C5 C4 108.85(9) . . ?
N2 C5 H5 125.6 . . ?
C4 C5 H5 125.6 . . ?
N1 C6 C7 112.31(8) . . ?
N1 C6 H6A 109.1 . . ?
C7 C6 H6A 109.1 . . ?
N1 C6 H6B 109.1 . . ?
C7 C6 H6B 109.1 . . ?
H6A C6 H6B 107.9 . . ?
C8 C7 C12 118.44(9) . . ?
C8 C7 C6 120.22(9) . . ?
C12 C7 C6 121.34(9) . . ?
C9 C8 C7 121.02(10) . . ?
C9 C8 H8 119.5 . . ?
C7 C8 H8 119.5 . . ?
C10 C9 C8 120.18(9) . . ?
C10 C9 H9 119.9 . . ?
C8 C9 H9 119.9 . . ?
C9 C10 C11 119.15(10) . . ?
C9 C10 H10 120.4 . . ?
C11 C10 H10 120.4 . . ?
C12 C11 C10 120.51(10) . . ?
C12 C11 H11 119.7 . . ?
C10 C11 H11 119.7 . . ?
C11 C12 C7 120.70(9) . . ?
C11 C12 H12 119.6 . . ?
C7 C12 H12 119.6 . . ?
C13 N3 C18 115.76(9) . . ?
C17 N4 C14 108.88(8) . . ?
C17 N4 H2A 125.2 . . ?
C14 N4 H2A 124.9 . . ?
N3 C13 C14 123.84(9) . . ?
N3 C13 H13 118.1 . . ?
C14 C13 H13 118.1 . . ?
N4 C14 C15 107.72(9) . . ?
N4 C14 C13 124.04(9) . . ?
C15 C14 C13 128.23(9) . . ?
C14 C15 C16 107.32(9) . . ?
C14 C15 H15 126.3 . . ?
C16 C15 H15 126.3 . . ?
C17 C16 C15 107.42(9) . . ?
C17 C16 H16 126.3 . . ?
C15 C16 H16 126.3 . . ?
N4 C17 C16 108.65(9) . . ?
N4 C17 H17 125.7 . . ?
C16 C17 H17 125.7 . . ?
N3 C18 C19 112.40(8) . . ?
N3 C18 H18A 109.1 . . ?
C19 C18 H18A 109.1 . . ?
N3 C18 H18B 109.1 . . ?
C19 C18 H18B 109.1 . . ?
H18A C18 H18B 107.9 . . ?
C20 C19 C24 118.73(9) . . ?
C20 C19 C18 119.72(9) . . ?
C24 C19 C18 121.54(9) . . ?
C21 C20 C19 120.88(10) . . ?
C21 C20 H20 119.6 . . ?
C19 C20 H20 119.6 . . ?
C22 C21 C20 120.04(10) . . ?
C22 C21 H21 120.0 . . ?
C20 C21 H21 120.0 . . ?
C21 C22 C23 119.57(10) . . ?
C21 C22 H22 120.2 . . ?
C23 C22 H22 120.2 . . ?
C24 C23 C22 120.35(10) . . ?
C24 C23 H23 119.8 . . ?
C22 C23 H23 119.8 . . ?
C23 C24 C19 120.42(9) . . ?
C23 C24 H24 119.8 . . ?
C19 C24 H24 119.8 . . ?
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
N1 C1 1.2779(13) . ?
N1 C6 1.4668(13) . ?
N2 C5 1.3622(13) . ?
N2 C2 1.3769(13) . ?
N2 H1A 0.9147 . ?
C1 C2 1.4400(14) . ?
C1 H1 0.9300 . ?
C2 C3 1.3836(14) . ?
C3 C4 1.4094(15) . ?
C3 H3 0.9300 . ?
C4 C5 1.3718(15) . ?
C4 H4 0.9300 . ?
C5 H5 0.9300 . ?
C6 C7 1.5126(14) . ?
C6 H6A 0.9700 . ?
C6 H6B 0.9700 . ?
C7 C8 1.3916(14) . ?
C7 C12 1.3922(15) . ?
C8 C9 1.3886(15) . ?
C8 H8 0.9300 . ?
C9 C10 1.3865(16) . ?
C9 H9 0.9300 . ?
C10 C11 1.3915(15) . ?
C10 H10 0.9300 . ?
C11 C12 1.3854(15) . ?
C11 H11 0.9300 . ?
C12 H12 0.9300 . ?
N3 C13 1.2775(13) . ?
N3 C18 1.4653(13) . ?
N4 C17 1.3609(13) . ?
N4 C14 1.3777(13) . ?
N4 H2A 0.9221 . ?
C13 C14 1.4401(14) . ?
C13 H13 0.9300 . ?
C14 C15 1.3823(14) . ?
C15 C16 1.4055(15) . ?
C15 H15 0.9300 . ?
C16 C17 1.3722(15) . ?
C16 H16 0.9300 . ?
C17 H17 0.9300 . ?
C18 C19 1.5129(14) . ?
C18 H18A 0.9700 . ?
C18 H18B 0.9700 . ?
C19 C20 1.3919(14) . ?
C19 C24 1.3936(15) . ?
C20 C21 1.3881(15) . ?
C20 H20 0.9300 . ?
C21 C22 1.3846(16) . ?
C21 H21 0.9300 . ?
C22 C23 1.3898(15) . ?
C22 H22 0.9300 . ?
C23 C24 1.3877(15) . ?
C23 H23 0.9300 . ?
C24 H24 0.9300 . ?
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
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C6 N1 C1 C2 176.72(9) . . . . ?
C5 N2 C2 C3 0.62(11) . . . . ?
C5 N2 C2 C1 -178.93(9) . . . . ?
N1 C1 C2 N2 -7.01(16) . . . . ?
N1 C1 C2 C3 173.53(10) . . . . ?
N2 C2 C3 C4 -0.08(12) . . . . ?
C1 C2 C3 C4 179.44(10) . . . . ?
C2 C3 C4 C5 -0.47(12) . . . . ?
C2 N2 C5 C4 -0.93(12) . . . . ?
C3 C4 C5 N2 0.86(12) . . . . ?
C1 N1 C6 C7 123.57(10) . . . . ?
N1 C6 C7 C8 131.68(9) . . . . ?
N1 C6 C7 C12 -49.23(13) . . . . ?
C12 C7 C8 C9 0.90(15) . . . . ?
C6 C7 C8 C9 -179.98(9) . . . . ?
C7 C8 C9 C10 0.06(15) . . . . ?
C8 C9 C10 C11 -0.96(15) . . . . ?
C9 C10 C11 C12 0.89(16) . . . . ?
C10 C11 C12 C7 0.09(16) . . . . ?
C8 C7 C12 C11 -0.97(15) . . . . ?
C6 C7 C12 C11 179.92(9) . . . . ?
C18 N3 C13 C14 177.35(9) . . . . ?
C17 N4 C14 C15 0.93(11) . . . . ?
C17 N4 C14 C13 -177.90(9) . . . . ?
N3 C13 C14 N4 -7.09(16) . . . . ?
N3 C13 C14 C15 174.33(10) . . . . ?
N4 C14 C15 C16 -0.35(12) . . . . ?
C13 C14 C15 C16 178.42(10) . . . . ?
C14 C15 C16 C17 -0.35(12) . . . . ?
C14 N4 C17 C16 -1.16(12) . . . . ?
C15 C16 C17 N4 0.93(12) . . . . ?
C13 N3 C18 C19 118.97(10) . . . . ?
N3 C18 C19 C20 138.28(9) . . . . ?
N3 C18 C19 C24 -43.00(13) . . . . ?
C24 C19 C20 C21 0.65(15) . . . . ?
C18 C19 C20 C21 179.40(9) . . . . ?
C19 C20 C21 C22 -0.26(16) . . . . ?
C20 C21 C22 C23 -0.37(16) . . . . ?
C21 C22 C23 C24 0.61(16) . . . . ?
C22 C23 C24 C19 -0.22(16) . . . . ?
C20 C19 C24 C23 -0.41(15) . . . . ?
C18 C19 C24 C23 -179.14(9) . . . . ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 168346707
