#------------------------------------------------------------------------------
#$Date: 2026-04-05 14:23:10 +0200 (Sun 05 de Apr de 2026) $
#$Revision: 305420 $
#$URL: svn://www.crystallography.net/cod/cif/7/06/43/7064302.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_7064302
loop_
_publ_author_name
'Rayasingh, Amlan Ranjan'
'Manivannan, Vadivelu'
_publ_section_title
;
 Dinuclear palladium(ii) complexes of
 N-(imidazo[1,5-a]pyridin-1-yl)picolinimidamides: highly active catalysts
 for C--C and C--P bond formation
;
_journal_issue                   13
_journal_name_full               'New Journal of Chemistry'
_journal_page_first              5541
_journal_page_last               5550
_journal_paper_doi               10.1039/D5NJ04746C
_journal_volume                  50
_journal_year                    2026
_chemical_formula_moiety         'C28 H23 N'
_chemical_formula_sum            'C28 H23 N'
_chemical_formula_weight         373.47
_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   geom
_audit_creation_date             2025-10-12
_audit_creation_method
;
Olex2 1.5
(compiled 2023.08.24 svn.re1ec1418 for OlexSys, GUI svn.r6817)
;
_audit_update_record
;
2025-10-16 deposited with the CCDC.	2026-03-02 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 97.053(15)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   9.992(5)
_cell_length_b                   12.228(6)
_cell_length_c                   17.586(9)
_cell_measurement_reflns_used    9472
_cell_measurement_temperature    297.00
_cell_measurement_theta_max      27.00
_cell_measurement_theta_min      2.23
_cell_volume                     2132.4(19)
_computing_cell_refinement       'SAINT V8.40B (?, 2016)'
_computing_data_reduction        'SAINT V8.40B (?, 2016)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_diffrn_ambient_temperature      297.00
_diffrn_detector_area_resol_mean 7.9
_diffrn_measured_fraction_theta_full 0.993
_diffrn_measured_fraction_theta_max 0.975
_diffrn_measurement_device_type  CMOS-PHOTONII-7
_diffrn_measurement_method       'ω and φ scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0680
_diffrn_reflns_av_unetI/netI     0.0471
_diffrn_reflns_Laue_measured_fraction_full 0.993
_diffrn_reflns_Laue_measured_fraction_max 0.975
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            56226
_diffrn_reflns_point_group_measured_fraction_full 0.993
_diffrn_reflns_point_group_measured_fraction_max 0.975
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.258
_diffrn_reflns_theta_min         2.034
_diffrn_source                   'X-ray Tube'
_diffrn_source_current           1.4
_diffrn_source_power             0.07
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.067
_exptl_absorpt_correction_T_max  0.7455
_exptl_absorpt_correction_T_min  0.6855
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1183 before and 0.0710 after correction.
The Ratio of minimum to maximum transmission is 0.9195.
The λ/2 correction factor is Not present.
;
_exptl_crystal_colour            'clear yellowish white'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   yellowish
_exptl_crystal_colour_primary    white
_exptl_crystal_density_diffrn    1.163
_exptl_crystal_description       block
_exptl_crystal_F_000             792
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.17
_exptl_crystal_size_min          0.15
_refine_diff_density_max         0.323
_refine_diff_density_min         -0.185
_refine_diff_density_rms         0.042
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.153
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     264
_refine_ls_number_reflns         4658
_refine_ls_number_restraints     225
_refine_ls_restrained_S_all      1.133
_refine_ls_R_factor_all          0.1681
_refine_ls_R_factor_gt           0.0997
_refine_ls_shift/su_max          0.003
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0737P)²+1.6048P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2084
_refine_ls_wR_factor_ref         0.2461
_reflns_Friedel_coverage         0.000
_reflns_number_gt                2674
_reflns_number_total             4658
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d5nj04746c2.cif
_cod_data_source_block           3o
_cod_depositor_comments
'Adding full bibliography for 7064300--7064310.cif.'
_cod_original_cell_volume        2132.6(19)
_cod_database_code               7064302
_shelx_shelxl_version_number     2018/3
_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_max   0.990
_shelx_estimated_absorpt_t_min   0.987
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Rigid body (RIGU) restrains
 All non-hydrogen atoms
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
3.a Aromatic/amide H refined with riding coordinates:
 C3(H3), C4(H4), C5(H5), C6(H6), C7(H7), C10(H10), C11(H11), C13(H13),
 C14(H14), C16(H16), C17(H17), C19(H19), C20(H20), C22(H22), C23(H23), C25(H25),
  C26(H26)
3.b Idealised Me refined as rotating group:
 C27(H27A,H27B,H27C), C28(H28A,H28B,H28C)
;
_olex2_submission_special_instructions 'No special instructions were received'
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 0.4661(3) 0.2361(2) 0.36488(15) 0.0659(8) Uani 1 1 d . . . . .
C1 C 0.6403(4) 0.6944(3) 0.0438(2) 0.0749(10) Uani 1 1 d . . . . .
C2 C 0.5535(4) 0.4795(3) 0.20862(19) 0.0654(9) Uani 1 1 d . . . . .
C3 C 0.6341(4) 0.8078(3) 0.0522(2) 0.0808(11) Uani 1 1 d . . . . .
H3 H 0.609972 0.837541 0.097194 0.097 Uiso 1 1 calc R U . . .
C4 C 0.6633(5) 0.8749(4) -0.0052(3) 0.0978(14) Uani 1 1 d . . . . .
H4 H 0.656124 0.950222 0.000570 0.117 Uiso 1 1 calc R U . . .
C5 C 0.7029(5) 0.8340(5) -0.0714(3) 0.1033(14) Uani 1 1 d . . . . .
H5 H 0.728748 0.880364 -0.108900 0.124 Uiso 1 1 calc R U . . .
C6 C 0.7034(6) 0.7198(5) -0.0811(3) 0.1097(16) Uani 1 1 d . . . . .
H6 H 0.723606 0.690456 -0.127111 0.132 Uiso 1 1 calc R U . . .
C7 C 0.6751(5) 0.6525(4) -0.0249(2) 0.0912(13) Uani 1 1 d . . . . .
H7 H 0.678713 0.577213 -0.031819 0.109 Uiso 1 1 calc R U . . .
C8 C 0.6078(4) 0.6201(3) 0.1052(2) 0.0816(11) Uani 1 1 d . . . . .
C9 C 0.5841(4) 0.5615(3) 0.1484(2) 0.0629(9) Uani 1 1 d . . . . .
C10 C 0.6420(4) 0.3939(3) 0.2274(2) 0.0698(10) Uani 1 1 d . . . . .
H10 H 0.720954 0.389176 0.204514 0.084 Uiso 1 1 calc R U . . .
C11 C 0.6142(4) 0.3152(3) 0.2798(2) 0.0679(9) Uani 1 1 d . . . . .
H11 H 0.675135 0.258620 0.292248 0.082 Uiso 1 1 calc R U . . .
C12 C 0.4966(3) 0.3200(3) 0.31394(18) 0.0593(8) Uani 1 1 d . . . . .
C13 C 0.4094(4) 0.4078(3) 0.2966(2) 0.0677(9) Uani 1 1 d . . . . .
H13 H 0.331421 0.413695 0.320263 0.081 Uiso 1 1 calc R U . . .
C14 C 0.4382(4) 0.4858(3) 0.2446(2) 0.0703(10) Uani 1 1 d . . . . .
H14 H 0.378964 0.543940 0.233446 0.084 Uiso 1 1 calc R U . . .
C15 C 0.4010(3) 0.2637(3) 0.42965(18) 0.0578(8) Uani 1 1 d . . . . .
C16 C 0.2826(4) 0.2141(3) 0.4450(2) 0.0706(10) Uani 1 1 d . . . . .
H16 H 0.244359 0.159099 0.412849 0.085 Uiso 1 1 calc R U . . .
C17 C 0.2210(4) 0.2454(3) 0.5077(2) 0.0767(10) Uani 1 1 d . . . . .
H17 H 0.142584 0.209922 0.517527 0.092 Uiso 1 1 calc R U . . .
C18 C 0.2727(4) 0.3281(3) 0.5560(2) 0.0715(10) Uani 1 1 d . . . . .
C19 C 0.3907(4) 0.3757(3) 0.5406(2) 0.0735(10) Uani 1 1 d . . . . .
H19 H 0.428896 0.430842 0.572696 0.088 Uiso 1 1 calc R U . . .
C20 C 0.4543(4) 0.3442(3) 0.47890(19) 0.0674(9) Uani 1 1 d . . . . .
H20 H 0.534635 0.377916 0.470453 0.081 Uiso 1 1 calc R U . . .
C21 C 0.4718(3) 0.1245(3) 0.34150(18) 0.0592(8) Uani 1 1 d . . . . .
C22 C 0.5020(4) 0.0424(3) 0.39479(19) 0.0719(10) Uani 1 1 d . . . . .
H22 H 0.522348 0.060113 0.446340 0.086 Uiso 1 1 calc R U . . .
C23 C 0.5022(4) -0.0658(3) 0.3721(2) 0.0766(11) Uani 1 1 d . . . . .
H23 H 0.520670 -0.119891 0.409079 0.092 Uiso 1 1 calc R U . . .
C24 C 0.4757(4) -0.0956(3) 0.2962(2) 0.0644(9) Uani 1 1 d . . . . .
C25 C 0.4510(4) -0.0130(3) 0.2434(2) 0.0656(9) Uani 1 1 d . . . . .
H25 H 0.436305 -0.030443 0.191575 0.079 Uiso 1 1 calc R U . . .
C26 C 0.4475(4) 0.0952(3) 0.26522(19) 0.0655(9) Uani 1 1 d . . . . .
H26 H 0.428507 0.149021 0.228124 0.079 Uiso 1 1 calc R U . . .
C27 C 0.2014(5) 0.3674(4) 0.6246(2) 0.0919(13) Uani 1 1 d . . . . .
H27A H 0.134759 0.421361 0.607336 0.138 Uiso 1 1 calc R U . . .
H27B H 0.266717 0.398759 0.663045 0.138 Uiso 1 1 calc R U . . .
H27C H 0.158477 0.306327 0.646000 0.138 Uiso 1 1 calc R U . . .
C28 C 0.4725(4) -0.2194(3) 0.2698(2) 0.0736(10) Uani 1 1 d . . . . .
H28A H 0.508934 -0.264638 0.311949 0.110 Uiso 1 1 calc R U . . .
H28B H 0.525465 -0.227899 0.228208 0.110 Uiso 1 1 calc R U . . .
H28C H 0.381075 -0.240748 0.253308 0.110 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 0.0033 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'
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
C12 N1 C15 119.2(3) . . ?
C12 N1 C21 119.3(3) . . ?
C15 N1 C21 119.8(2) . . ?
C3 C1 C8 121.2(4) . . ?
C7 C1 C3 118.3(4) . . ?
C7 C1 C8 120.5(4) . . ?
C10 C2 C9 119.3(3) . . ?
C10 C2 C14 118.5(3) . . ?
C14 C2 C9 122.2(3) . . ?
C1 C3 H3 119.8 . . ?
C4 C3 C1 120.4(4) . . ?
C4 C3 H3 119.8 . . ?
C3 C4 H4 119.3 . . ?
C3 C4 C5 121.4(5) . . ?
C5 C4 H4 119.3 . . ?
C4 C5 H5 120.9 . . ?
C4 C5 C6 118.1(4) . . ?
C6 C5 H5 120.9 . . ?
C5 C6 H6 119.5 . . ?
C7 C6 C5 121.0(5) . . ?
C7 C6 H6 119.5 . . ?
C1 C7 H7 119.7 . . ?
C6 C7 C1 120.7(4) . . ?
C6 C7 H7 119.7 . . ?
C9 C8 C1 176.9(4) . . ?
C8 C9 C2 179.1(4) . . ?
C2 C10 H10 119.7 . . ?
C2 C10 C11 120.7(3) . . ?
C11 C10 H10 119.7 . . ?
C10 C11 H11 119.7 . . ?
C10 C11 C12 120.6(3) . . ?
C12 C11 H11 119.7 . . ?
C11 C12 N1 120.1(3) . . ?
C11 C12 C13 118.6(3) . . ?
C13 C12 N1 121.2(3) . . ?
C12 C13 H13 119.9 . . ?
C14 C13 C12 120.2(3) . . ?
C14 C13 H13 119.9 . . ?
C2 C14 H14 119.4 . . ?
C13 C14 C2 121.2(3) . . ?
C13 C14 H14 119.4 . . ?
C16 C15 N1 122.5(3) . . ?
C20 C15 N1 119.7(3) . . ?
C20 C15 C16 117.7(3) . . ?
C15 C16 H16 119.7 . . ?
C17 C16 C15 120.6(3) . . ?
C17 C16 H16 119.7 . . ?
C16 C17 H17 119.2 . . ?
C18 C17 C16 121.6(3) . . ?
C18 C17 H17 119.2 . . ?
C17 C18 C27 122.2(4) . . ?
C19 C18 C17 117.1(3) . . ?
C19 C18 C27 120.7(4) . . ?
C18 C19 H19 119.1 . . ?
C18 C19 C20 121.8(3) . . ?
C20 C19 H19 119.1 . . ?
C15 C20 C19 121.1(3) . . ?
C15 C20 H20 119.5 . . ?
C19 C20 H20 119.5 . . ?
C22 C21 N1 120.8(3) . . ?
C22 C21 C26 117.9(3) . . ?
C26 C21 N1 121.3(3) . . ?
C21 C22 H22 119.7 . . ?
C21 C22 C23 120.5(3) . . ?
C23 C22 H22 119.7 . . ?
C22 C23 H23 119.1 . . ?
C24 C23 C22 121.7(3) . . ?
C24 C23 H23 119.1 . . ?
C23 C24 C28 122.1(3) . . ?
C25 C24 C23 117.2(3) . . ?
C25 C24 C28 120.7(3) . . ?
C24 C25 H25 119.1 . . ?
C24 C25 C26 121.7(3) . . ?
C26 C25 H25 119.1 . . ?
C21 C26 H26 119.6 . . ?
C25 C26 C21 120.8(3) . . ?
C25 C26 H26 119.6 . . ?
C18 C27 H27A 109.5 . . ?
C18 C27 H27B 109.5 . . ?
C18 C27 H27C 109.5 . . ?
H27A C27 H27B 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
C24 C28 H28A 109.5 . . ?
C24 C28 H28B 109.5 . . ?
C24 C28 H28C 109.5 . . ?
H28A C28 H28B 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 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
N1 C12 1.420(4) . ?
N1 C15 1.420(4) . ?
N1 C21 1.428(4) . ?
C1 C3 1.397(6) . ?
C1 C7 1.395(5) . ?
C1 C8 1.477(6) . ?
C2 C9 1.517(5) . ?
C2 C10 1.384(5) . ?
C2 C14 1.384(5) . ?
C3 H3 0.9300 . ?
C3 C4 1.360(6) . ?
C4 H4 0.9300 . ?
C4 C5 1.369(7) . ?
C5 H5 0.9300 . ?
C5 C6 1.407(7) . ?
C6 H6 0.9300 . ?
C6 C7 1.343(6) . ?
C7 H7 0.9300 . ?
C8 C9 1.091(5) . ?
C10 H10 0.9300 . ?
C10 C11 1.384(5) . ?
C11 H11 0.9300 . ?
C11 C12 1.385(5) . ?
C12 C13 1.392(5) . ?
C13 H13 0.9300 . ?
C13 C14 1.376(5) . ?
C14 H14 0.9300 . ?
C15 C16 1.385(5) . ?
C15 C20 1.374(5) . ?
C16 H16 0.9300 . ?
C16 C17 1.381(5) . ?
C17 H17 0.9300 . ?
C17 C18 1.380(5) . ?
C18 C19 1.372(5) . ?
C18 C27 1.551(5) . ?
C19 H19 0.9300 . ?
C19 C20 1.378(5) . ?
C20 H20 0.9300 . ?
C21 C22 1.381(5) . ?
C21 C26 1.381(5) . ?
C22 H22 0.9300 . ?
C22 C23 1.382(5) . ?
C23 H23 0.9300 . ?
C23 C24 1.379(5) . ?
C24 C25 1.373(5) . ?
C24 C28 1.583(5) . ?
C25 H25 0.9300 . ?
C25 C26 1.378(5) . ?
C26 H26 0.9300 . ?
C27 H27A 0.9600 . ?
C27 H27B 0.9600 . ?
C27 H27C 0.9600 . ?
C28 H28A 0.9600 . ?
C28 H28B 0.9600 . ?
C28 H28C 0.9600 . ?
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
N1 C12 C13 C14 -177.2(3) . . . . ?
N1 C15 C16 C17 -178.4(3) . . . . ?
N1 C15 C20 C19 177.5(3) . . . . ?
N1 C21 C22 C23 177.5(3) . . . . ?
N1 C21 C26 C25 -178.9(3) . . . . ?
C1 C3 C4 C5 -1.9(7) . . . . ?
C2 C10 C11 C12 0.7(6) . . . . ?
C3 C1 C7 C6 0.8(7) . . . . ?
C3 C4 C5 C6 4.6(7) . . . . ?
C4 C5 C6 C7 -4.6(8) . . . . ?
C5 C6 C7 C1 2.0(8) . . . . ?
C7 C1 C3 C4 -0.9(6) . . . . ?
C8 C1 C3 C4 -179.4(4) . . . . ?
C8 C1 C7 C6 179.3(4) . . . . ?
C9 C2 C10 C11 -177.3(3) . . . . ?
C9 C2 C14 C13 177.0(3) . . . . ?
C10 C2 C14 C13 -1.6(6) . . . . ?
C10 C11 C12 N1 177.0(3) . . . . ?
C10 C11 C12 C13 -2.4(5) . . . . ?
C11 C12 C13 C14 2.1(5) . . . . ?
C12 N1 C15 C16 125.9(4) . . . . ?
C12 N1 C15 C20 -52.7(5) . . . . ?
C12 N1 C21 C22 151.3(3) . . . . ?
C12 N1 C21 C26 -28.7(5) . . . . ?
C12 C13 C14 C2 -0.2(6) . . . . ?
C14 C2 C10 C11 1.3(6) . . . . ?
C15 N1 C12 C11 143.8(3) . . . . ?
C15 N1 C12 C13 -36.8(5) . . . . ?
C15 N1 C21 C22 -43.3(5) . . . . ?
C15 N1 C21 C26 136.7(3) . . . . ?
C15 C16 C17 C18 1.3(6) . . . . ?
C16 C15 C20 C19 -1.2(5) . . . . ?
C16 C17 C18 C19 -2.0(6) . . . . ?
C16 C17 C18 C27 177.4(4) . . . . ?
C17 C18 C19 C20 1.1(6) . . . . ?
C18 C19 C20 C15 0.5(6) . . . . ?
C20 C15 C16 C17 0.3(5) . . . . ?
C21 N1 C12 C11 -50.7(5) . . . . ?
C21 N1 C12 C13 128.6(4) . . . . ?
C21 N1 C15 C16 -39.4(5) . . . . ?
C21 N1 C15 C20 141.9(3) . . . . ?
C21 C22 C23 C24 1.5(6) . . . . ?
C22 C21 C26 C25 1.1(5) . . . . ?
C22 C23 C24 C25 1.0(6) . . . . ?
C22 C23 C24 C28 -178.6(4) . . . . ?
C23 C24 C25 C26 -2.5(6) . . . . ?
C24 C25 C26 C21 1.4(6) . . . . ?
C26 C21 C22 C23 -2.6(6) . . . . ?
C27 C18 C19 C20 -178.4(3) . . . . ?
C28 C24 C25 C26 177.1(3) . . . . ?
