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#$Date: 2022-02-04 20:58:33 +0100 (vie 04 de feb de 2022) $
#$Revision: 272748 $
#$URL: svn://www.crystallography.net/cod/cif/7/06/11/7061102.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_7061102
loop_
_publ_author_name
'Leitner, Zdeněk'
'Císařová, Ivana'
'Štěpnička, Petr'
_publ_section_title
;
 Coordination behaviour of a hybrid phosphinoguanidine ligand
;
_journal_issue                   3
_journal_name_full               'New Journal of Chemistry'
_journal_page_first              1060
_journal_page_last               1071
_journal_paper_doi               10.1039/D1NJ05237C
_journal_volume                  46
_journal_year                    2022
_chemical_formula_moiety         'C25 H31 Cl3 N3 P Pd, C2 H3 N'
_chemical_formula_sum            'C27 H34 Cl3 N4 P Pd'
_chemical_formula_weight         658.30
_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   mixed
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-2017/1
_audit_update_record
;
2021-11-01 deposited with the CCDC.	2021-12-02 downloaded from the CCDC.
;
_cell_angle_alpha                91.6990(10)
_cell_angle_beta                 97.4750(10)
_cell_angle_gamma                110.8480(10)
_cell_formula_units_Z            2
_cell_length_a                   9.3439(4)
_cell_length_b                   10.3772(4)
_cell_length_c                   16.5278(7)
_cell_measurement_reflns_used    9147
_cell_measurement_temperature    120(2)
_cell_measurement_theta_max      27.49
_cell_measurement_theta_min      2.36
_cell_volume                     1479.94(11)
_computing_cell_refinement       'SAINT V8.40B (Bruker Nano, Inc., 2019)'
_computing_data_collection       'Bruker Instrument Service vV6.2.14'
_computing_data_reduction        'SAINT V8.40B (Bruker Nano, Inc., 2019)'
_computing_molecular_graphics    'PLATON (Spek, 2017)'
_computing_publication_material  'PLATON (Spek, 2017)'
_computing_structure_refinement  'SHELXL-2017 (Sheldrick, 2017)'
_computing_structure_solution    'SHELXT 2018 (Sheldrick, 2018)'
_diffrn_ambient_temperature      120(2)
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'Bruker D8 VENTURE Kappa Duo'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  'Quazar Mo multilayer optic'
_diffrn_radiation_source         'I\mS micro-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0178
_diffrn_reflns_av_unetI/netI     0.0089
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            73450
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.492
_diffrn_reflns_theta_min         2.359
_exptl_absorpt_coefficient_mu    0.975
_exptl_absorpt_correction_T_max  0.94
_exptl_absorpt_correction_T_min  0.87
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS-2016/2 - Bruker AXS'
_exptl_crystal_colour            orange
_exptl_crystal_density_diffrn    1.477
_exptl_crystal_description       prism
_exptl_crystal_F_000             672
_exptl_crystal_size_max          0.35
_exptl_crystal_size_mid          0.16
_exptl_crystal_size_min          0.07
_refine_diff_density_max         0.370
_refine_diff_density_min         -0.413
_refine_diff_density_rms         0.045
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.073
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     333
_refine_ls_number_reflns         6778
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.073
_refine_ls_R_factor_all          0.0158
_refine_ls_R_factor_gt           0.0156
_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)+(0.0158P)²+0.8818P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0404
_refine_ls_wR_factor_ref         0.0405
_reflns_Friedel_coverage         0.000
_reflns_number_gt                6694
_reflns_number_total             6778
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d1nj05237c2.cif
_cod_data_source_block           zl69c
_cod_depositor_comments
'Adding full bibliography for 7061094--7061104.cif.'
_cod_database_code               7061102
_shelx_shelxl_version_number     2017/1
_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   0.727
_shelx_estimated_absorpt_t_max   0.935
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
Pd1 Pd 0.38431(2) 0.86351(2) 0.22776(2) 0.01109(3) Uani 1 1 d . . . . .
Cl1 Cl 0.28761(3) 0.98375(3) 0.31653(2) 0.01848(6) Uani 1 1 d . . . . .
Cl2 Cl 0.15729(3) 0.67330(3) 0.21290(2) 0.01679(6) Uani 1 1 d . . . . .
Cl3 Cl 0.60805(3) 1.05447(3) 0.22934(2) 0.01894(6) Uani 1 1 d . . . . .
P1 P 0.46328(3) 0.73161(3) 0.14836(2) 0.01117(6) Uani 1 1 d . . . . .
N1 N 0.76115(11) 0.83765(10) 0.26789(6) 0.01380(18) Uani 1 1 d . . . . .
H1N H 0.720617 0.891099 0.278275 0.018(4) Uiso 1 1 d R . . . .
N2 N 0.74318(12) 0.77384(11) 0.39965(6) 0.01653(19) Uani 1 1 d . . . . .
H2N H 0.780175 0.745909 0.438996 0.022(4) Uiso 1 1 d R . . . .
N3 N 0.87153(12) 0.68135(11) 0.31741(6) 0.0172(2) Uani 1 1 d . . . . .
H3N H 0.919101 0.692646 0.277474 0.025(4) Uiso 1 1 d R . . . .
C1 C 0.79438(13) 0.76451(12) 0.32893(7) 0.0140(2) Uani 1 1 d . . . . .
C2 C 0.78728(13) 0.83065(11) 0.18491(7) 0.0132(2) Uani 1 1 d . . . . .
C3 C 0.65948(13) 0.79679(11) 0.12217(7) 0.0132(2) Uani 1 1 d . . . . .
C4 C 0.68622(14) 0.80073(12) 0.04104(7) 0.0173(2) Uani 1 1 d . . . . .
H4 H 0.601620 0.780925 -0.002001 0.021 Uiso 1 1 calc R U . . .
C5 C 0.83572(15) 0.83341(13) 0.02246(8) 0.0204(2) Uani 1 1 d . . . . .
H5 H 0.852510 0.834927 -0.033027 0.025 Uiso 1 1 calc R U . . .
C6 C 0.95986(14) 0.86369(13) 0.08487(8) 0.0204(2) Uani 1 1 d . . . . .
H6 H 1.061414 0.883769 0.072089 0.025 Uiso 1 1 calc R U . . .
C7 C 0.93620(13) 0.86478(12) 0.16629(8) 0.0169(2) Uani 1 1 d . . . . .
H7 H 1.021911 0.888859 0.209019 0.020 Uiso 1 1 calc R U . . .
C8 C 0.33708(13) 0.69162(12) 0.05071(7) 0.0143(2) Uani 1 1 d . . . . .
C9 C 0.31884(14) 0.80316(13) 0.01092(7) 0.0192(2) Uani 1 1 d . . . . .
H9 H 0.376508 0.895167 0.033608 0.023 Uiso 1 1 calc R U . . .
C10 C 0.21660(16) 0.77972(15) -0.06169(8) 0.0238(3) Uani 1 1 d . . . . .
H10 H 0.204837 0.855535 -0.088872 0.029 Uiso 1 1 calc R U . . .
C11 C 0.13185(16) 0.64531(16) -0.09431(8) 0.0261(3) Uani 1 1 d . . . . .
H11 H 0.061687 0.629214 -0.143857 0.031 Uiso 1 1 calc R U . . .
C12 C 0.14883(16) 0.53428(14) -0.05512(8) 0.0247(3) Uani 1 1 d . . . . .
H12 H 0.090498 0.442454 -0.077896 0.030 Uiso 1 1 calc R U . . .
C13 C 0.25115(14) 0.55705(13) 0.01753(7) 0.0187(2) Uani 1 1 d . . . . .
H13 H 0.262358 0.480828 0.044473 0.022 Uiso 1 1 calc R U . . .
C14 C 0.46190(12) 0.57165(11) 0.19061(7) 0.0133(2) Uani 1 1 d . . . . .
C15 C 0.50773(14) 0.47934(13) 0.14666(8) 0.0183(2) Uani 1 1 d . . . . .
H15 H 0.535262 0.498572 0.093768 0.022 Uiso 1 1 calc R U . . .
C16 C 0.51304(15) 0.35966(13) 0.18024(8) 0.0218(2) Uani 1 1 d . . . . .
H16 H 0.540566 0.295613 0.149454 0.026 Uiso 1 1 calc R U . . .
C17 C 0.47825(15) 0.33341(13) 0.25862(9) 0.0225(3) Uani 1 1 d . . . . .
H17 H 0.481591 0.251358 0.281394 0.027 Uiso 1 1 calc R U . . .
C18 C 0.43863(14) 0.42714(13) 0.30363(8) 0.0208(2) Uani 1 1 d . . . . .
H18 H 0.418689 0.410860 0.358050 0.025 Uiso 1 1 calc R U . . .
C19 C 0.42790(13) 0.54495(12) 0.26949(7) 0.0158(2) Uani 1 1 d . . . . .
H19 H 0.397381 0.607262 0.299973 0.019 Uiso 1 1 calc R U . . .
C20 C 0.63636(14) 0.84481(13) 0.41449(7) 0.0184(2) Uani 1 1 d . . . . .
H20 H 0.570497 0.842601 0.361302 0.022 Uiso 1 1 calc R U . . .
C21 C 0.53055(16) 0.76615(15) 0.47372(8) 0.0255(3) Uani 1 1 d . . . . .
H21A H 0.483195 0.668063 0.453977 0.038 Uiso 1 1 calc R U . . .
H21B H 0.449157 0.804121 0.477190 0.038 Uiso 1 1 calc R U . . .
H21C H 0.591336 0.775716 0.528040 0.038 Uiso 1 1 calc R U . . .
C22 C 0.72398(19) 0.99514(15) 0.44607(9) 0.0316(3) Uani 1 1 d . . . . .
H22A H 0.784335 0.999565 0.499901 0.047 Uiso 1 1 calc R U . . .
H22B H 0.650170 1.041425 0.450873 0.047 Uiso 1 1 calc R U . . .
H22C H 0.793967 1.041423 0.407798 0.047 Uiso 1 1 calc R U . . .
C23 C 0.90482(14) 0.58997(12) 0.37773(7) 0.0167(2) Uani 1 1 d . . . . .
H23 H 0.825443 0.568777 0.415471 0.020 Uiso 1 1 calc R U . . .
C24 C 0.89177(15) 0.45521(13) 0.33290(8) 0.0214(2) Uani 1 1 d . . . . .
H24A H 0.791226 0.416114 0.297545 0.032 Uiso 1 1 calc R U . . .
H24B H 0.900679 0.389515 0.372842 0.032 Uiso 1 1 calc R U . . .
H24C H 0.974982 0.473181 0.299419 0.032 Uiso 1 1 calc R U . . .
C25 C 1.06440(15) 0.66172(14) 0.42824(8) 0.0232(3) Uani 1 1 d . . . . .
H25A H 1.142986 0.687674 0.391713 0.035 Uiso 1 1 calc R U . . .
H25B H 1.086266 0.598649 0.466708 0.035 Uiso 1 1 calc R U . . .
H25C H 1.066545 0.744960 0.458771 0.035 Uiso 1 1 calc R U . . .
N1S N 0.86269(16) 0.72974(17) 0.56962(8) 0.0389(3) Uani 1 1 d . . . . .
C1S C 0.89813(15) 0.75995(15) 0.63789(9) 0.0258(3) Uani 1 1 d . . . . .
C2S C 0.94177(17) 0.79685(15) 0.72561(9) 0.0293(3) Uani 1 1 d . . . . .
H2S1 H 0.897973 0.864855 0.741843 0.044 Uiso 1 1 calc R U . . .
H2S2 H 1.054929 0.836661 0.739019 0.044 Uiso 1 1 calc R U . . .
H2S3 H 0.901819 0.713899 0.755040 0.044 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'
Cl Cl 0.1484 0.1585 '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'
P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Pd Pd -0.9988 1.0072 '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
P1 Pd1 Cl2 84.227(10) . . ?
P1 Pd1 Cl3 93.034(11) . . ?
Cl2 Pd1 Cl3 174.574(11) . . ?
P1 Pd1 Cl1 174.720(11) . . ?
Cl2 Pd1 Cl1 91.353(10) . . ?
Cl3 Pd1 Cl1 91.604(11) . . ?
C8 P1 C14 109.30(5) . . ?
C8 P1 C3 104.74(5) . . ?
C14 P1 C3 99.79(5) . . ?
C8 P1 Pd1 107.55(4) . . ?
C14 P1 Pd1 114.28(4) . . ?
C3 P1 Pd1 120.44(4) . . ?
C1 N1 C2 127.89(9) . . ?
C1 N1 H1N 117.5 . . ?
C2 N1 H1N 114.6 . . ?
C1 N2 C20 125.31(10) . . ?
C1 N2 H2N 117.8 . . ?
C20 N2 H2N 116.5 . . ?
C1 N3 C23 125.03(10) . . ?
C1 N3 H3N 117.4 . . ?
C23 N3 H3N 116.5 . . ?
N3 C1 N2 121.03(10) . . ?
N3 C1 N1 120.51(10) . . ?
N2 C1 N1 118.42(10) . . ?
C7 C2 C3 120.63(10) . . ?
C7 C2 N1 120.76(10) . . ?
C3 C2 N1 118.49(10) . . ?
C4 C3 C2 118.57(10) . . ?
C4 C3 P1 121.69(9) . . ?
C2 C3 P1 119.41(8) . . ?
C5 C4 C3 120.68(11) . . ?
C5 C4 H4 119.7 . . ?
C3 C4 H4 119.7 . . ?
C6 C5 C4 120.02(11) . . ?
C6 C5 H5 120.0 . . ?
C4 C5 H5 120.0 . . ?
C5 C6 C7 120.17(11) . . ?
C5 C6 H6 119.9 . . ?
C7 C6 H6 119.9 . . ?
C2 C7 C6 119.88(11) . . ?
C2 C7 H7 120.1 . . ?
C6 C7 H7 120.1 . . ?
C13 C8 C9 119.60(11) . . ?
C13 C8 P1 123.18(9) . . ?
C9 C8 P1 117.05(9) . . ?
C10 C9 C8 120.18(12) . . ?
C10 C9 H9 119.9 . . ?
C8 C9 H9 119.9 . . ?
C11 C10 C9 119.75(12) . . ?
C11 C10 H10 120.1 . . ?
C9 C10 H10 120.1 . . ?
C12 C11 C10 120.42(12) . . ?
C12 C11 H11 119.8 . . ?
C10 C11 H11 119.8 . . ?
C11 C12 C13 120.11(12) . . ?
C11 C12 H12 119.9 . . ?
C13 C12 H12 119.9 . . ?
C12 C13 C8 119.93(12) . . ?
C12 C13 H13 120.0 . . ?
C8 C13 H13 120.0 . . ?
C19 C14 C15 119.30(10) . . ?
C19 C14 P1 120.53(9) . . ?
C15 C14 P1 119.96(9) . . ?
C16 C15 C14 120.14(11) . . ?
C16 C15 H15 119.9 . . ?
C14 C15 H15 119.9 . . ?
C17 C16 C15 120.20(11) . . ?
C17 C16 H16 119.9 . . ?
C15 C16 H16 119.9 . . ?
C18 C17 C16 119.88(11) . . ?
C18 C17 H17 120.1 . . ?
C16 C17 H17 120.1 . . ?
C17 C18 C19 120.33(12) . . ?
C17 C18 H18 119.8 . . ?
C19 C18 H18 119.8 . . ?
C18 C19 C14 120.07(11) . . ?
C18 C19 H19 120.0 . . ?
C14 C19 H19 120.0 . . ?
N2 C20 C22 111.42(11) . . ?
N2 C20 C21 109.15(10) . . ?
C22 C20 C21 111.65(11) . . ?
N2 C20 H20 108.2 . . ?
C22 C20 H20 108.2 . . ?
C21 C20 H20 108.2 . . ?
C20 C21 H21A 109.5 . . ?
C20 C21 H21B 109.5 . . ?
H21A C21 H21B 109.5 . . ?
C20 C21 H21C 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
C20 C22 H22A 109.5 . . ?
C20 C22 H22B 109.5 . . ?
H22A C22 H22B 109.5 . . ?
C20 C22 H22C 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
N3 C23 C24 108.98(10) . . ?
N3 C23 C25 110.44(10) . . ?
C24 C23 C25 111.75(10) . . ?
N3 C23 H23 108.5 . . ?
C24 C23 H23 108.5 . . ?
C25 C23 H23 108.5 . . ?
C23 C24 H24A 109.5 . . ?
C23 C24 H24B 109.5 . . ?
H24A C24 H24B 109.5 . . ?
C23 C24 H24C 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
C23 C25 H25A 109.5 . . ?
C23 C25 H25B 109.5 . . ?
H25A C25 H25B 109.5 . . ?
C23 C25 H25C 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 109.5 . . ?
N1S C1S C2S 179.17(18) . . ?
C1S C2S H2S1 109.5 . . ?
C1S C2S H2S2 109.5 . . ?
H2S1 C2S H2S2 109.5 . . ?
C1S C2S H2S3 109.5 . . ?
H2S1 C2S H2S3 109.5 . . ?
H2S2 C2S H2S3 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
Pd1 P1 2.2371(3) . ?
Pd1 Cl2 2.3047(3) . ?
Pd1 Cl3 2.3092(3) . ?
Pd1 Cl1 2.3589(3) . ?
P1 C8 1.8122(12) . ?
P1 C14 1.8162(11) . ?
P1 C3 1.8295(11) . ?
N1 C1 1.3498(14) . ?
N1 C2 1.4282(14) . ?
N1 H1N 0.8008 . ?
N2 C1 1.3327(15) . ?
N2 C20 1.4748(14) . ?
N2 H2N 0.8065 . ?
N3 C1 1.3301(15) . ?
N3 C23 1.4748(14) . ?
N3 H3N 0.8312 . ?
C2 C7 1.3869(16) . ?
C2 C3 1.4079(16) . ?
C3 C4 1.3947(15) . ?
C4 C5 1.3933(17) . ?
C4 H4 0.9500 . ?
C5 C6 1.3850(18) . ?
C5 H5 0.9500 . ?
C6 C7 1.3921(17) . ?
C6 H6 0.9500 . ?
C7 H7 0.9500 . ?
C8 C13 1.3920(16) . ?
C8 C9 1.3992(16) . ?
C9 C10 1.3896(17) . ?
C9 H9 0.9500 . ?
C10 C11 1.386(2) . ?
C10 H10 0.9500 . ?
C11 C12 1.386(2) . ?
C11 H11 0.9500 . ?
C12 C13 1.3912(17) . ?
C12 H12 0.9500 . ?
C13 H13 0.9500 . ?
C14 C19 1.3943(16) . ?
C14 C15 1.4002(16) . ?
C15 C16 1.3894(17) . ?
C15 H15 0.9500 . ?
C16 C17 1.3876(19) . ?
C16 H16 0.9500 . ?
C17 C18 1.3862(18) . ?
C17 H17 0.9500 . ?
C18 C19 1.3915(16) . ?
C18 H18 0.9500 . ?
C19 H19 0.9500 . ?
C20 C22 1.5192(18) . ?
C20 C21 1.5254(17) . ?
C20 H20 1.0000 . ?
C21 H21A 0.9800 . ?
C21 H21B 0.9800 . ?
C21 H21C 0.9800 . ?
C22 H22A 0.9800 . ?
C22 H22B 0.9800 . ?
C22 H22C 0.9800 . ?
C23 C24 1.5209(16) . ?
C23 C25 1.5244(17) . ?
C23 H23 1.0000 . ?
C24 H24A 0.9800 . ?
C24 H24B 0.9800 . ?
C24 H24C 0.9800 . ?
C25 H25A 0.9800 . ?
C25 H25B 0.9800 . ?
C25 H25C 0.9800 . ?
N1S C1S 1.135(2) . ?
C1S C2S 1.455(2) . ?
C2S H2S1 0.9800 . ?
C2S H2S2 0.9800 . ?
C2S H2S3 0.9800 . ?
