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#$Date: 2020-10-04 06:45:19 +0300 (Sun, 04 Oct 2020) $
#$Revision: 257167 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/55/90/1559043.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_1559043
loop_
_publ_author_name
'Dall’Anese, Anna'
'Fiorindo, Mattia'
'Olivieri, Diego'
'Carfagna, Carla'
'Balducci, Gabriele'
'Alessio, Enzo'
'Durand, Jérôme'
'Milani, Barbara'
_publ_section_title
;
 Pd-Catalyzed CO/Vinyl Arene Copolymerization: when the Stereochemistry is
 Controlled by the Comonomer
;
_journal_issue                   18
_journal_name_full               Macromolecules
_journal_page_first              7783
_journal_page_last               7794
_journal_paper_doi               10.1021/acs.macromol.0c01461
_journal_volume                  53
_journal_year                    2020
_chemical_formula_moiety         'C17 H15 Cl N2 Pd, 0.5(C H2 Cl2)'
_chemical_formula_sum            'C17.5 H16 Cl2 N2 Pd'
_chemical_formula_weight         431.62
_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           SHELXL-2014/7
_cell_angle_alpha                90
_cell_angle_beta                 111.699(14)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   11.8390(13)
_cell_length_b                   9.7900(18)
_cell_length_c                   15.847(2)
_cell_measurement_reflns_used    27558
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      28.647
_cell_measurement_theta_min      2.660
_cell_volume                     1706.6(5)
_computing_cell_refinement       'XDS (Kabsch, 2010)'
_computing_data_collection       'Elettra XRD1 Data Collection SW'
_computing_data_reduction        'XDS - CCP4'
_computing_molecular_graphics    'Ortep3 for Windows'
_computing_publication_material  'private software'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_structure_solution    'SHELXT (Sheldrick, 2015)'
_diffrn_ambient_temperature      173(2)
_diffrn_measured_fraction_theta_full 0.985
_diffrn_measured_fraction_theta_max 0.989
_diffrn_measurement_device_type
;
Huber 4-circles Kappa Goniometer, Pilatus 2M detector
;
_diffrn_measurement_method       'Rotating crystal'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           synchrotron
_diffrn_radiation_wavelength     0.700
_diffrn_reflns_av_R_equivalents  0.0327
_diffrn_reflns_av_unetI/netI     0.0116
_diffrn_reflns_Laue_measured_fraction_full 0.985
_diffrn_reflns_Laue_measured_fraction_max 0.989
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -16
_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            82642
_diffrn_reflns_point_group_measured_fraction_full 0.985
_diffrn_reflns_point_group_measured_fraction_max 0.989
_diffrn_reflns_theta_full        24.835
_diffrn_reflns_theta_max         28.647
_diffrn_reflns_theta_min         2.660
_diffrn_source                   'Elettra Synchrotron - XRD1 BL'
_exptl_absorpt_coefficient_mu    1.324
_exptl_absorpt_correction_T_max  1.179
_exptl_absorpt_correction_T_min  0.639
_exptl_absorpt_correction_type   refdelf
_exptl_absorpt_process_details
;
        Parkin S,Moezzi B & Hope H, (1995) J. Appl. Cryst. 28, 53-56
        Cubic fit to sin(theta)/lambda - 24 parameters
;
_exptl_crystal_density_diffrn    1.680
_exptl_crystal_description       brick
_exptl_crystal_F_000             860
_exptl_crystal_size_max          0.300
_exptl_crystal_size_mid          0.300
_exptl_crystal_size_min          0.100
_refine_diff_density_max         0.797
_refine_diff_density_min         -0.557
_refine_diff_density_rms         0.101
_refine_ls_extinction_coef       0.0822(16)
_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   1.127
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     218
_refine_ls_number_reflns         4553
_refine_ls_number_restraints     2
_refine_ls_restrained_S_all      1.127
_refine_ls_R_factor_all          0.0240
_refine_ls_R_factor_gt           0.0240
_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)+(0.0380P)²+1.4231P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0662
_refine_ls_wR_factor_ref         0.0662
_reflns_Friedel_coverage         0.000
_reflns_number_gt                4553
_reflns_number_total             4553
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            ma0c01461_si_001.cif
_cod_data_source_block           hss11b-05
_cod_depositor_comments
'Adding full bibliography for 1559040--1559045.cif.'
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_original_formula_sum        'C17.50 H16 Cl2 N2 Pd'
_cod_database_code               1559043
_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   0.692
_shelx_estimated_absorpt_t_max   0.879
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_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 0.16339(2) 0.61752(2) 0.43118(2) 0.01249(7) Uani 1 1 d . . . . .
C1 C 0.16711(17) 0.41225(18) 0.41590(13) 0.0226(3) Uani 1 1 d . . . . .
H1A H 0.1456 0.3903 0.3515 0.034 Uiso 1 1 calc R U . . .
H1B H 0.2489 0.3779 0.4507 0.034 Uiso 1 1 calc R U . . .
H1C H 0.1086 0.3693 0.4381 0.034 Uiso 1 1 calc R U . . .
Cl1 Cl 0.10989(4) 0.64381(5) 0.27705(3) 0.01975(9) Uani 1 1 d . . . . .
N2 N 0.15331(12) 0.82861(14) 0.46060(9) 0.0154(3) Uani 1 1 d . . . . .
C2 C 0.12427(16) 0.93575(17) 0.40461(11) 0.0203(3) Uani 1 1 d . . . . .
H2 H 0.1057 0.9214 0.3416 0.024 Uiso 1 1 calc R U . . .
C3 C 0.12039(18) 1.06805(18) 0.43589(12) 0.0247(4) Uani 1 1 d . . . . .
H3 H 0.0992 1.1426 0.3946 0.030 Uiso 1 1 calc R U . . .
C4 C 0.14764(18) 1.08992(18) 0.52772(12) 0.0231(3) Uani 1 1 d . . . . .
H4 H 0.1473 1.1797 0.5503 0.028 Uiso 1 1 calc R U . . .
C5 C 0.17547(16) 0.97860(17) 0.58626(12) 0.0201(3) Uani 1 1 d . . . . .
H5 H 0.1926 0.9902 0.6493 0.024 Uiso 1 1 calc R U . . .
C6 C 0.17750(15) 0.84986(17) 0.54993(11) 0.0160(3) Uani 1 1 d . . . . .
N1 N 0.21210(13) 0.61095(13) 0.56984(10) 0.0138(3) Uani 1 1 d . . . . .
C7 C 0.20775(14) 0.72713(16) 0.60662(11) 0.0163(3) Uani 1 1 d . . . . .
H7 H 0.2240 0.7331 0.6699 0.020 Uiso 1 1 calc R U . . .
C8 C 0.24267(14) 0.49317(16) 0.62731(10) 0.0145(3) Uani 1 1 d . . . . .
C9 C 0.16440(15) 0.44750(17) 0.66690(11) 0.0181(3) Uani 1 1 d . . . . .
H9 H 0.0915 0.4962 0.6580 0.022 Uiso 1 1 calc R U . . .
C10 C 0.19216(16) 0.32794(18) 0.72101(12) 0.0205(3) Uani 1 1 d . . . . .
H10 H 0.1380 0.2972 0.7487 0.025 Uiso 1 1 calc R U . . .
C11 C 0.29641(16) 0.25634(18) 0.73364(12) 0.0212(3) Uani 1 1 d . . . . .
H11 H 0.3139 0.1760 0.7698 0.025 Uiso 1 1 calc R U . . .
C12 C 0.37884(15) 0.30118(17) 0.69306(11) 0.0182(3) Uani 1 1 d . . . . .
C13 C 0.35325(14) 0.42246(17) 0.63987(10) 0.0153(3) Uani 1 1 d . . . . .
C14 C 0.48670(17) 0.2269(2) 0.70365(12) 0.0251(4) Uani 1 1 d . . . . .
H14 H 0.5036 0.1440 0.7372 0.030 Uiso 1 1 calc R U . . .
C15 C 0.56623(16) 0.2737(2) 0.66588(13) 0.0274(4) Uani 1 1 d . . . . .
H15 H 0.6372 0.2225 0.6727 0.033 Uiso 1 1 calc R U . . .
C16 C 0.54383(16) 0.3976(2) 0.61680(13) 0.0246(4) Uani 1 1 d . . . . .
H16 H 0.6013 0.4307 0.5929 0.030 Uiso 1 1 calc R U . . .
C17 C 0.43924(14) 0.47066(18) 0.60331(11) 0.0189(3) Uani 1 1 d . . . . .
H17 H 0.4244 0.5533 0.5696 0.023 Uiso 1 1 calc R U . . .
C18 C 0.4338(3) 1.0304(5) 0.4837(3) 0.0575(17) Uani 0.5 1 d D . P . .
H18A H 0.3693 0.9853 0.4324 0.069 Uiso 0.5 1 calc R U P . .
H18B H 0.3950 1.1014 0.5083 0.069 Uiso 0.5 1 calc R U P . .
Cl21 Cl 0.53833(16) 1.1078(4) 0.4438(2) 0.0535(7) Uani 0.5 1 d D . P . .
Cl22 Cl 0.4957(4) 1.0912(4) 0.4312(2) 0.0892(11) Uani 0.5 1 d D . P . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
Pd Pd -1.0140 0.9845 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
C C 0.0030 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 0.1456 0.1550 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0059 0.0032 '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 Pd1 N1 94.98(6) . . ?
C1 Pd1 N2 173.21(7) . . ?
N1 Pd1 N2 79.21(5) . . ?
C1 Pd1 Cl1 89.64(5) . . ?
N1 Pd1 Cl1 175.36(4) . . ?
N2 Pd1 Cl1 96.21(4) . . ?
Pd1 C1 H1A 109.5 . . ?
Pd1 C1 H1B 109.5 . . ?
H1A C1 H1B 109.5 . . ?
Pd1 C1 H1C 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
C2 N2 C6 118.55(14) . . ?
C2 N2 Pd1 129.66(12) . . ?
C6 N2 Pd1 111.76(11) . . ?
N2 C2 C3 121.90(16) . . ?
N2 C2 H2 119.1 . . ?
C3 C2 H2 119.1 . . ?
C4 C3 C2 119.45(16) . . ?
C4 C3 H3 120.3 . . ?
C2 C3 H3 120.3 . . ?
C3 C4 C5 119.05(16) . . ?
C3 C4 H4 120.5 . . ?
C5 C4 H4 120.5 . . ?
C6 C5 C4 118.10(16) . . ?
C6 C5 H5 121.0 . . ?
C4 C5 H5 121.0 . . ?
N2 C6 C5 122.93(15) . . ?
N2 C6 C7 115.18(14) . . ?
C5 C6 C7 121.89(15) . . ?
C7 N1 C8 117.82(14) . . ?
C7 N1 Pd1 114.44(11) . . ?
C8 N1 Pd1 127.63(10) . . ?
N1 C7 C6 119.27(14) . . ?
N1 C7 H7 120.4 . . ?
C6 C7 H7 120.4 . . ?
C9 C8 C13 121.17(14) . . ?
C9 C8 N1 119.95(14) . . ?
C13 C8 N1 118.85(14) . . ?
C8 C9 C10 120.11(15) . . ?
C8 C9 H9 119.9 . . ?
C10 C9 H9 119.9 . . ?
C11 C10 C9 120.46(15) . . ?
C11 C10 H10 119.8 . . ?
C9 C10 H10 119.8 . . ?
C10 C11 C12 120.56(15) . . ?
C10 C11 H11 119.7 . . ?
C12 C11 H11 119.7 . . ?
C13 C12 C11 119.62(15) . . ?
C13 C12 C14 118.77(15) . . ?
C11 C12 C14 121.61(16) . . ?
C12 C13 C17 119.32(14) . . ?
C12 C13 C8 118.07(14) . . ?
C17 C13 C8 122.58(15) . . ?
C15 C14 C12 120.60(17) . . ?
C15 C14 H14 119.7 . . ?
C12 C14 H14 119.7 . . ?
C14 C15 C16 120.64(16) . . ?
C14 C15 H15 119.7 . . ?
C16 C15 H15 119.7 . . ?
C17 C16 C15 120.46(17) . . ?
C17 C16 H16 119.8 . . ?
C15 C16 H16 119.8 . . ?
C16 C17 C13 120.10(16) . . ?
C16 C17 H17 120.0 . . ?
C13 C17 H17 120.0 . . ?
Cl21 C18 Cl22 111.69(19) . 3_676 ?
Cl21 C18 H18A 109.3 . . ?
Cl22 C18 H18A 109.3 3_676 . ?
Cl21 C18 H18B 109.3 . . ?
Cl22 C18 H18B 109.3 3_676 . ?
H18A C18 H18B 107.9 . . ?
C18 Cl21 C18 53.8(2) 3_676 . ?
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 C1 2.0265(19) . ?
Pd1 N1 2.0562(15) . ?
Pd1 N2 2.1316(14) . ?
Pd1 Cl1 2.2998(6) . ?
C1 H1A 0.9800 . ?
C1 H1B 0.9800 . ?
C1 H1C 0.9800 . ?
N2 C2 1.334(2) . ?
N2 C6 1.353(2) . ?
C2 C3 1.394(2) . ?
C2 H2 0.9500 . ?
C3 C4 1.386(3) . ?
C3 H3 0.9500 . ?
C4 C5 1.389(2) . ?
C4 H4 0.9500 . ?
C5 C6 1.390(2) . ?
C5 H5 0.9500 . ?
C6 C7 1.463(2) . ?
N1 C7 1.288(2) . ?
N1 C8 1.430(2) . ?
C7 H7 0.9500 . ?
C8 C9 1.372(2) . ?
C8 C13 1.428(2) . ?
C9 C10 1.416(2) . ?
C9 H9 0.9500 . ?
C10 C11 1.368(2) . ?
C10 H10 0.9500 . ?
C11 C12 1.422(2) . ?
C11 H11 0.9500 . ?
C12 C13 1.422(2) . ?
C12 C14 1.425(2) . ?
C13 C17 1.425(2) . ?
C14 C15 1.368(3) . ?
C14 H14 0.9500 . ?
C15 C16 1.412(3) . ?
C15 H15 0.9500 . ?
C16 C17 1.377(2) . ?
C16 H16 0.9500 . ?
C17 H17 0.9500 . ?
C18 Cl21 1.7554(19) . ?
C18 Cl22 1.761(2) 3_676 ?
C18 H18A 0.9900 . ?
C18 H18B 0.9900 . ?
Cl21 C18 1.726(6) 3_676 ?
Cl22 C18 1.761(2) 3_676 ?
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 N2 C2 C3 1.1(3) . . . . ?
Pd1 N2 C2 C3 178.93(14) . . . . ?
N2 C2 C3 C4 0.2(3) . . . . ?
C2 C3 C4 C5 -1.5(3) . . . . ?
C3 C4 C5 C6 1.5(3) . . . . ?
C2 N2 C6 C5 -1.1(2) . . . . ?
Pd1 N2 C6 C5 -179.29(13) . . . . ?
C2 N2 C6 C7 179.60(14) . . . . ?
Pd1 N2 C6 C7 1.43(17) . . . . ?
C4 C5 C6 N2 -0.2(3) . . . . ?
C4 C5 C6 C7 179.02(16) . . . . ?
C8 N1 C7 C6 179.63(14) . . . . ?
Pd1 N1 C7 C6 -3.77(19) . . . . ?
N2 C6 C7 N1 1.5(2) . . . . ?
C5 C6 C7 N1 -177.77(16) . . . . ?
C7 N1 C8 C9 67.0(2) . . . . ?
Pd1 N1 C8 C9 -109.06(16) . . . . ?
C7 N1 C8 C13 -115.03(17) . . . . ?
Pd1 N1 C8 C13 68.88(18) . . . . ?
C13 C8 C9 C10 -0.3(3) . . . . ?
N1 C8 C9 C10 177.58(15) . . . . ?
C8 C9 C10 C11 -0.6(3) . . . . ?
C9 C10 C11 C12 0.3(3) . . . . ?
C10 C11 C12 C13 0.8(3) . . . . ?
C10 C11 C12 C14 -178.68(17) . . . . ?
C11 C12 C13 C17 176.78(15) . . . . ?
C14 C12 C13 C17 -3.7(2) . . . . ?
C11 C12 C13 C8 -1.6(2) . . . . ?
C14 C12 C13 C8 177.86(15) . . . . ?
C9 C8 C13 C12 1.4(2) . . . . ?
N1 C8 C13 C12 -176.51(14) . . . . ?
C9 C8 C13 C17 -176.95(16) . . . . ?
N1 C8 C13 C17 5.1(2) . . . . ?
C13 C12 C14 C15 2.2(3) . . . . ?
C11 C12 C14 C15 -178.36(18) . . . . ?
C12 C14 C15 C16 0.9(3) . . . . ?
C14 C15 C16 C17 -2.4(3) . . . . ?
C15 C16 C17 C13 0.8(3) . . . . ?
C12 C13 C17 C16 2.3(2) . . . . ?
C8 C13 C17 C16 -179.36(16) . . . . ?
Cl22 C18 Cl21 C18 8.6(2) 3_676 . . 3_676 ?
