#------------------------------------------------------------------------------
#$Date: 2016-03-26 12:57:08 +0100 (Sat 26 de Mar de 2016) $
#$Revision: 180241 $
#$URL: svn://www.crystallography.net/cod/cif/7/11/27/7112764.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_7112764
loop_
_publ_author_name
'Vicente, José'
'Arcas, Aurelia'
'Juliá-Hernández, Francisco'
'Bautista, Delia'
_publ_section_title
;
 Quantitative synthesis and full characterization of the first isolated
 and stable pincer palladium(IV) complexes. Quantitative and
 regioselective synthesis of the C-X (X = Cl, Br) reductive elimination
 products.
;
_journal_issue                   38
_journal_name_full
'Chemical communications (Cambridge, England)'
_journal_page_first              7253
_journal_page_last               7255
_journal_paper_doi               10.1039/c0cc02660c
_journal_volume                  46
_journal_year                    2010
_chemical_formula_sum            'C11 H14 Br N O3 Pd'
_chemical_formula_weight         394.54
_chemical_name_systematic
;
?
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 107.748(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   9.6687(7)
_cell_length_b                   9.9942(7)
_cell_length_c                   13.8064(11)
_cell_measurement_reflns_used    9761
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      28.60
_cell_measurement_theta_min      2.21
_cell_volume                     1270.63(16)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      100(2)
_diffrn_detector_area_resol_mean 8.26
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.944
_diffrn_measurement_device_type  'Bruker SMART APEX CCD'
_diffrn_measurement_method       ω-scan
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0210
_diffrn_reflns_av_sigmaI/netI    0.0166
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            15327
_diffrn_reflns_theta_full        26.00
_diffrn_reflns_theta_max         28.67
_diffrn_reflns_theta_min         2.56
_exptl_absorpt_coefficient_mu    4.600
_exptl_absorpt_correction_T_max  0.6562
_exptl_absorpt_correction_T_min  0.5684
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   SADABS
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    2.062
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             768
_exptl_crystal_size_max          0.17
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.10
_refine_diff_density_max         0.764
_refine_diff_density_min         -0.503
_refine_diff_density_rms         0.082
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.059
_refine_ls_hydrogen_treatment    'rigid methyls, others riding'
_refine_ls_matrix_type           full
_refine_ls_number_parameters     157
_refine_ls_number_reflns         3089
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.059
_refine_ls_R_factor_all          0.0204
_refine_ls_R_factor_gt           0.0190
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0223P)²+1.2488P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0454
_refine_ls_wR_factor_ref         0.0459
_reflns_number_gt                2930
_reflns_number_total             3089
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c0cc02660c.txt
_cod_data_source_block           fjf41s
_cod_original_sg_symbol_H-M      'P 2(1)/c'
_cod_database_code               7112764
loop_
_symmetry_equiv_pos_as_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
Pd1 Pd 0.530440(15) 0.024079(14) 0.125715(11) 0.01223(5) Uani 1 1 d .
N1 N 0.60175(18) 0.21073(16) 0.13309(12) 0.0138(3) Uani 1 1 d .
Br1 Br 0.44642(2) -0.204083(19) 0.124329(15) 0.01738(6) Uani 1 1 d .
O1 O 0.76467(15) 0.00180(14) 0.14230(12) 0.0192(3) Uani 1 1 d .
C1 C 0.3428(2) 0.1097(2) 0.12383(17) 0.0202(4) Uani 1 1 d .
H1A H 0.2610 0.0664 0.0720 0.024 Uiso 1 1 calc R
H1B H 0.3269 0.0998 0.1910 0.024 Uiso 1 1 calc R
C2 C 0.3510(2) 0.2555(2) 0.09897(15) 0.0181(4) Uani 1 1 d .
O3 O 0.24482(17) 0.32597(16) 0.06368(14) 0.0294(4) Uani 1 1 d .
C3 C 0.5012(2) 0.3085(2) 0.11789(14) 0.0150(4) Uani 1 1 d .
C4 C 0.5385(2) 0.4414(2) 0.11645(15) 0.0184(4) Uani 1 1 d .
H4 H 0.4671 0.5097 0.1060 0.022 Uiso 1 1 calc R
C5 C 0.6830(3) 0.4728(2) 0.13072(17) 0.0227(4) Uani 1 1 d .
H5 H 0.7123 0.5635 0.1308 0.027 Uiso 1 1 calc R
C6 C 0.7847(2) 0.3708(2) 0.14491(17) 0.0224(4) Uani 1 1 d .
H6 H 0.8838 0.3916 0.1542 0.027 Uiso 1 1 calc R
C7 C 0.7414(2) 0.2385(2) 0.14545(15) 0.0174(4) Uani 1 1 d .
C8 C 0.8500(2) 0.1222(2) 0.15919(16) 0.0195(4) Uani 1 1 d .
O2 O 0.95183(15) 0.12287(16) 0.25632(11) 0.0219(3) Uani 1 1 d .
C9 C 0.9369(2) 0.1328(2) 0.08370(17) 0.0246(4) Uani 1 1 d .
H9A H 0.9949 0.2150 0.0969 0.037 Uiso 1 1 calc R
H9B H 0.8700 0.1349 0.0142 0.037 Uiso 1 1 calc R
H9C H 1.0015 0.0553 0.0916 0.037 Uiso 1 1 calc R
C10 C 0.8904(3) 0.1197(2) 0.33898(17) 0.0251(4) Uani 1 1 d .
H10A H 0.8322 0.2005 0.3371 0.038 Uiso 1 1 calc R
H10B H 0.9687 0.1160 0.4037 0.038 Uiso 1 1 calc R
H10C H 0.8285 0.0405 0.3325 0.038 Uiso 1 1 calc R
C11 C 0.8426(2) -0.1230(2) 0.16299(19) 0.0267(5) Uani 1 1 d .
H11A H 0.9357 -0.1135 0.1492 0.040 Uiso 1 1 calc R
H11B H 0.7850 -0.1932 0.1194 0.040 Uiso 1 1 calc R
H11C H 0.8600 -0.1472 0.2345 0.040 Uiso 1 1 calc R
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
Pd1 0.01374(8) 0.00819(8) 0.01425(8) 0.00009(5) 0.00352(6) -0.00026(5)
N1 0.0170(8) 0.0109(7) 0.0121(7) -0.0004(6) 0.0022(6) -0.0006(6)
Br1 0.02466(11) 0.00997(9) 0.01763(10) 0.00009(7) 0.00662(8) -0.00353(7)
O1 0.0134(7) 0.0113(6) 0.0310(8) -0.0011(6) 0.0038(6) 0.0009(5)
C1 0.0172(9) 0.0153(9) 0.0300(11) 0.0013(8) 0.0098(8) 0.0011(7)
C2 0.0207(10) 0.0159(9) 0.0192(10) -0.0007(8) 0.0081(8) 0.0031(8)
O3 0.0201(8) 0.0218(8) 0.0446(10) 0.0051(7) 0.0072(7) 0.0073(6)
C3 0.0203(10) 0.0135(9) 0.0109(8) -0.0008(7) 0.0044(7) 0.0022(7)
C4 0.0263(10) 0.0129(9) 0.0144(9) 0.0002(7) 0.0038(8) 0.0054(8)
C5 0.0328(12) 0.0105(9) 0.0214(10) 0.0008(8) 0.0034(9) -0.0052(8)
C6 0.0202(10) 0.0170(10) 0.0264(11) -0.0006(8) 0.0017(8) -0.0059(8)
C7 0.0174(9) 0.0139(9) 0.0185(9) -0.0004(7) 0.0016(7) -0.0016(7)
C8 0.0165(9) 0.0153(9) 0.0242(10) -0.0012(8) 0.0025(8) -0.0016(7)
O2 0.0171(7) 0.0227(8) 0.0234(8) -0.0026(6) 0.0024(6) 0.0005(6)
C9 0.0223(10) 0.0276(12) 0.0260(11) -0.0026(9) 0.0105(9) 0.0010(9)
C10 0.0284(11) 0.0238(11) 0.0228(11) 0.0004(9) 0.0073(9) 0.0006(9)
C11 0.0212(10) 0.0148(10) 0.0399(13) 0.0003(9) 0.0027(9) 0.0058(8)
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'
Br Br -0.2901 2.4595 '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
N1 Pd1 C1 84.14(8)
N1 Pd1 O1 76.15(6)
C1 Pd1 O1 159.87(7)
N1 Pd1 Br1 177.63(5)
C1 Pd1 Br1 95.86(6)
O1 Pd1 Br1 103.66(4)
C7 N1 C3 121.42(17)
C7 N1 Pd1 121.59(13)
C3 N1 Pd1 116.83(14)
C8 O1 C11 116.94(15)
C8 O1 Pd1 116.79(11)
C11 O1 Pd1 124.31(13)
C2 C1 Pd1 107.85(13)
O3 C2 C3 121.40(19)
O3 C2 C1 123.71(19)
C3 C2 C1 114.87(17)
N1 C3 C4 121.43(19)
N1 C3 C2 112.73(17)
C4 C3 C2 125.79(19)
C3 C4 C5 118.20(19)
C4 C5 C6 119.60(19)
C5 C6 C7 119.93(19)
N1 C7 C6 119.40(19)
N1 C7 C8 118.95(17)
C6 C7 C8 121.64(18)
O2 C8 O1 111.13(17)
O2 C8 C9 106.31(17)
O1 C8 C9 110.80(17)
O2 C8 C7 111.62(17)
O1 C8 C7 105.98(15)
C9 C8 C7 111.10(18)
C8 O2 C10 114.83(16)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
Pd1 N1 1.9806(16)
Pd1 C1 1.999(2)
Pd1 O1 2.2169(14)
Pd1 Br1 2.4188(3)
N1 C7 1.337(3)
N1 C3 1.349(3)
O1 C8 1.438(2)
O1 C11 1.440(2)
C1 C2 1.504(3)
C2 O3 1.218(3)
C2 C3 1.492(3)
C3 C4 1.378(3)
C4 C5 1.387(3)
C5 C6 1.387(3)
C6 C7 1.388(3)
C7 C8 1.539(3)
C8 O2 1.401(2)
C8 C9 1.529(3)
O2 C10 1.439(3)
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
C4 H4 Br1 0.95 2.88 3.663(2) 140.0 1_565
