#------------------------------------------------------------------------------
#$Date: 2023-01-06 11:57:23 +0200 (Fri, 06 Jan 2023) $
#$Revision: 280212 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/06/19/7061935.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_7061935
loop_
_publ_author_name
'Vosáhlo, Petr'
'Císařová, Ivana'
'Štěpnička, Petr'
_publ_section_title
;
 Synthesis, coordination behavior, and catalytic properties of dppf
 congeners with an inserted carbonyl moiety
;
_journal_issue                   45
_journal_name_full               'New Journal of Chemistry'
_journal_page_first              21536
_journal_page_last               21552
_journal_paper_doi               10.1039/D2NJ04270C
_journal_volume                  46
_journal_year                    2022
_chemical_formula_moiety         'C15 H25 N3 O2 Pd'
_chemical_formula_sum            'C15 H25 N3 O2 Pd'
_chemical_formula_weight         385.78
_space_group_crystal_system      orthorhombic
_space_group_IT_number           61
_space_group_name_Hall           '-P 2ac 2ab'
_space_group_name_H-M_alt        'P b c a'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-2017/1
_audit_update_record
;
2022-06-05 deposited with the CCDC.	2022-09-27 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   17.3887(4)
_cell_length_b                   9.9535(3)
_cell_length_c                   19.3374(5)
_cell_measurement_reflns_used    9687
_cell_measurement_temperature    120(2)
_cell_measurement_theta_max      29.98
_cell_measurement_theta_min      3.15
_cell_volume                     3346.89(15)
_computing_cell_refinement       'SAINT V8.40B (Bruker Nano, Inc., 2019)'
_computing_data_collection       'Bruker Instrument Service vV6.2.15'
_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 0.999
_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  0.0217
_diffrn_reflns_av_unetI/netI     0.0136
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       24
_diffrn_reflns_limit_h_min       -23
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_number            38345
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         29.985
_diffrn_reflns_theta_min         2.343
_exptl_absorpt_coefficient_mu    1.117
_exptl_absorpt_correction_T_max  0.87
_exptl_absorpt_correction_T_min  0.73
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS-2016/2 - Bruker AXS'
_exptl_crystal_colour            red
_exptl_crystal_density_diffrn    1.531
_exptl_crystal_description       prism
_exptl_crystal_F_000             1584
_exptl_crystal_size_max          0.24
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.13
_refine_diff_density_max         0.548
_refine_diff_density_min         -0.485
_refine_diff_density_rms         0.060
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.046
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     197
_refine_ls_number_reflns         4852
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.046
_refine_ls_R_factor_all          0.0216
_refine_ls_R_factor_gt           0.0193
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0171P)²+2.7303P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0455
_refine_ls_wR_factor_ref         0.0470
_reflns_Friedel_coverage         0.000
_reflns_number_gt                4472
_reflns_number_total             4852
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d2nj04270c2.cif
_cod_data_source_block           pv516
_cod_depositor_comments
'Adding full bibliography for 7061932--7061940.cif.'
_cod_database_code               7061935
_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   0.778
_shelx_estimated_absorpt_t_max   0.867
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'x, -y-1/2, z-1/2'
'-x-1/2, y-1/2, 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
Pd Pd 0.32353(2) 0.55999(2) 0.31488(2) 0.01419(3) Uani 1 1 d . . . . .
N1 N 0.28076(6) 0.67226(12) 0.22730(6) 0.0183(2) Uani 1 1 d . . . . .
N2 N 0.20367(6) 0.58767(11) 0.33934(6) 0.01455(19) Uani 1 1 d . . . . .
C1 C 0.21028(8) 0.70581(15) 0.23388(7) 0.0226(3) Uani 1 1 d . . . . .
H1 H 0.185976 0.761067 0.200310 0.027 Uiso 1 1 calc R U . . .
C2 C 0.16755(7) 0.65721(15) 0.29444(7) 0.0202(3) Uani 1 1 d . . . . .
H2 H 0.114469 0.677025 0.300016 0.024 Uiso 1 1 calc R U . . .
C3 C 0.32646(8) 0.71851(16) 0.16645(7) 0.0230(3) Uani 1 1 d . . . . .
C4 C 0.27780(12) 0.7665(3) 0.10692(11) 0.0702(9) Uani 1 1 d . . . . .
H4A H 0.240507 0.696689 0.094562 0.105 Uiso 1 1 calc R U . . .
H4B H 0.310840 0.785556 0.067055 0.105 Uiso 1 1 calc R U . . .
H4C H 0.250407 0.848436 0.120423 0.105 Uiso 1 1 calc R U . . .
C5 C 0.37312(12) 0.5982(2) 0.14220(10) 0.0440(5) Uani 1 1 d . . . . .
H5A H 0.406140 0.566847 0.179976 0.066 Uiso 1 1 calc R U . . .
H5B H 0.405073 0.624342 0.102696 0.066 Uiso 1 1 calc R U . . .
H5C H 0.338198 0.525735 0.128318 0.066 Uiso 1 1 calc R U . . .
C6 C 0.38175(17) 0.8240(3) 0.19267(11) 0.0658(8) Uani 1 1 d . . . . .
H6A H 0.352798 0.902543 0.208669 0.099 Uiso 1 1 calc R U . . .
H6B H 0.416512 0.850749 0.155230 0.099 Uiso 1 1 calc R U . . .
H6C H 0.411796 0.787103 0.231110 0.099 Uiso 1 1 calc R U . . .
C7 C 0.16287(7) 0.52949(13) 0.40001(7) 0.0164(2) Uani 1 1 d . . . . .
C8 C 0.07640(8) 0.55691(14) 0.40024(8) 0.0227(3) Uani 1 1 d . . . . .
H8A H 0.067402 0.654037 0.402074 0.034 Uiso 1 1 calc R U . . .
H8B H 0.053000 0.514142 0.440754 0.034 Uiso 1 1 calc R U . . .
H8C H 0.053342 0.520123 0.358053 0.034 Uiso 1 1 calc R U . . .
C9 C 0.20033(8) 0.58962(15) 0.46417(7) 0.0229(3) Uani 1 1 d . . . . .
H9A H 0.255834 0.572704 0.462913 0.034 Uiso 1 1 calc R U . . .
H9B H 0.178275 0.548132 0.505632 0.034 Uiso 1 1 calc R U . . .
H9C H 0.190978 0.686690 0.465235 0.034 Uiso 1 1 calc R U . . .
C10 C 0.17717(8) 0.37791(14) 0.39722(8) 0.0243(3) Uani 1 1 d . . . . .
H10A H 0.152192 0.340283 0.356128 0.036 Uiso 1 1 calc R U . . .
H10B H 0.155874 0.335610 0.438785 0.036 Uiso 1 1 calc R U . . .
H10C H 0.232611 0.360752 0.394968 0.036 Uiso 1 1 calc R U . . .
O41 O 0.53366(6) 0.66394(14) 0.29963(7) 0.0372(3) Uani 1 1 d . . . . .
O42 O 0.40603(6) 0.55530(12) 0.49754(6) 0.0298(2) Uani 1 1 d . . . . .
N41 N 0.47816(7) 0.63344(12) 0.40626(6) 0.0223(2) Uani 1 1 d . . . . .
C41 C 0.39546(7) 0.45794(13) 0.38187(7) 0.0197(2) Uani 1 1 d . . . . .
H41 H 0.377975 0.366997 0.397951 0.024 Uiso 1 1 d R U . . .
C42 C 0.43579(8) 0.49189(15) 0.31950(7) 0.0213(3) Uani 1 1 d . . . . .
H42 H 0.451385 0.431575 0.285888 0.026 Uiso 1 1 d R U . . .
C43 C 0.48835(8) 0.60393(16) 0.33672(8) 0.0233(3) Uani 1 1 d . . . . .
C44 C 0.42386(8) 0.54909(14) 0.43680(7) 0.0205(3) Uani 1 1 d . . . . .
C45 C 0.52190(10) 0.73395(16) 0.44348(9) 0.0334(3) Uani 1 1 d . . . . .
H45A H 0.570250 0.694473 0.459777 0.050 Uiso 1 1 calc R U . . .
H45B H 0.491967 0.765742 0.483182 0.050 Uiso 1 1 calc R U . . .
H45C H 0.533096 0.809652 0.412682 0.050 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'
O O 0.0106 0.0060 '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
C41 Pd C42 40.62(5) . . ?
C41 Pd N2 120.69(5) . . ?
C42 Pd N2 160.95(5) . . ?
C41 Pd N1 162.42(5) . . ?
C42 Pd N1 121.88(5) . . ?
N2 Pd N1 76.88(4) . . ?
C1 N1 C3 120.59(12) . . ?
C1 N1 Pd 112.80(9) . . ?
C3 N1 Pd 126.45(8) . . ?
C2 N2 C7 120.86(11) . . ?
C2 N2 Pd 113.33(9) . . ?
C7 N2 Pd 125.76(8) . . ?
N1 C1 C2 118.61(12) . . ?
N1 C1 H1 120.7 . . ?
C2 C1 H1 120.7 . . ?
N2 C2 C1 118.18(12) . . ?
N2 C2 H2 120.9 . . ?
C1 C2 H2 120.9 . . ?
N1 C3 C4 113.66(12) . . ?
N1 C3 C6 106.77(12) . . ?
C4 C3 C6 113.2(2) . . ?
N1 C3 C5 106.50(12) . . ?
C4 C3 C5 108.29(17) . . ?
C6 C3 C5 108.13(17) . . ?
C3 C4 H4A 109.5 . . ?
C3 C4 H4B 109.5 . . ?
H4A C4 H4B 109.5 . . ?
C3 C4 H4C 109.5 . . ?
H4A C4 H4C 109.5 . . ?
H4B C4 H4C 109.5 . . ?
C3 C5 H5A 109.5 . . ?
C3 C5 H5B 109.5 . . ?
H5A C5 H5B 109.5 . . ?
C3 C5 H5C 109.5 . . ?
H5A C5 H5C 109.5 . . ?
H5B C5 H5C 109.5 . . ?
C3 C6 H6A 109.5 . . ?
C3 C6 H6B 109.5 . . ?
H6A C6 H6B 109.5 . . ?
C3 C6 H6C 109.5 . . ?
H6A C6 H6C 109.5 . . ?
H6B C6 H6C 109.5 . . ?
N2 C7 C9 106.57(10) . . ?
N2 C7 C8 113.70(11) . . ?
C9 C7 C8 110.37(11) . . ?
N2 C7 C10 106.16(10) . . ?
C9 C7 C10 110.27(12) . . ?
C8 C7 C10 109.64(11) . . ?
C7 C8 H8A 109.5 . . ?
C7 C8 H8B 109.5 . . ?
H8A C8 H8B 109.5 . . ?
C7 C8 H8C 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
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 . . ?
C7 C10 H10A 109.5 . . ?
C7 C10 H10B 109.5 . . ?
H10A C10 H10B 109.5 . . ?
C7 C10 H10C 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
C43 N41 C44 111.68(12) . . ?
C43 N41 C45 124.10(13) . . ?
C44 N41 C45 124.12(13) . . ?
C42 C41 C44 107.18(12) . . ?
C42 C41 Pd 69.72(8) . . ?
C44 C41 Pd 110.49(9) . . ?
C42 C41 H41 128.3 . . ?
C44 C41 H41 115.5 . . ?
Pd C41 H41 117.0 . . ?
C41 C42 C43 106.86(12) . . ?
C41 C42 Pd 69.66(7) . . ?
C43 C42 Pd 110.22(9) . . ?
C41 C42 H42 125.5 . . ?
C43 C42 H42 117.8 . . ?
Pd C42 H42 117.3 . . ?
O41 C43 N41 123.22(15) . . ?
O41 C43 C42 129.40(15) . . ?
N41 C43 C42 107.38(12) . . ?
O42 C44 N41 123.43(14) . . ?
O42 C44 C41 129.67(14) . . ?
N41 C44 C41 106.90(12) . . ?
N41 C45 H45A 109.5 . . ?
N41 C45 H45B 109.5 . . ?
H45A C45 H45B 109.5 . . ?
N41 C45 H45C 109.5 . . ?
H45A C45 H45C 109.5 . . ?
H45B C45 H45C 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
Pd C41 2.0674(13) . ?
Pd C42 2.0683(13) . ?
Pd N2 2.1548(10) . ?
Pd N1 2.1610(11) . ?
N1 C1 1.2766(17) . ?
N1 C3 1.4927(17) . ?
N2 C2 1.2758(17) . ?
N2 C7 1.4882(16) . ?
C1 C2 1.4688(19) . ?
C1 H1 0.9500 . ?
C2 H2 0.9500 . ?
C3 C4 1.506(2) . ?
C3 C6 1.511(2) . ?
C3 C5 1.521(2) . ?
C4 H4A 0.9800 . ?
C4 H4B 0.9800 . ?
C4 H4C 0.9800 . ?
C5 H5A 0.9800 . ?
C5 H5B 0.9800 . ?
C5 H5C 0.9800 . ?
C6 H6A 0.9800 . ?
C6 H6B 0.9800 . ?
C6 H6C 0.9800 . ?
C7 C9 1.5238(18) . ?
C7 C8 1.5281(18) . ?
C7 C10 1.5301(19) . ?
C8 H8A 0.9800 . ?
C8 H8B 0.9800 . ?
C8 H8C 0.9800 . ?
C9 H9A 0.9800 . ?
C9 H9B 0.9800 . ?
C9 H9C 0.9800 . ?
C10 H10A 0.9800 . ?
C10 H10B 0.9800 . ?
C10 H10C 0.9800 . ?
O41 C43 1.2213(18) . ?
O42 C44 1.2163(18) . ?
N41 C43 1.3878(19) . ?
N41 C44 1.3946(18) . ?
N41 C45 1.4483(19) . ?
C41 C42 1.4355(19) . ?
C41 C44 1.482(2) . ?
C41 H41 1.0043 . ?
C42 C43 1.480(2) . ?
C42 H42 0.9254 . ?
C45 H45A 0.9800 . ?
C45 H45B 0.9800 . ?
C45 H45C 0.9800 . ?
