#------------------------------------------------------------------------------
#$Date: 2016-02-20 22:30:07 +0200 (Sat, 20 Feb 2016) $
#$Revision: 176789 $
#$URL: svn://www.crystallography.net/cod/cif/2/22/93/2229308.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/. The original data for this entry
# were provided by IUCr Journals, http://journals.iucr.org/.
#
# The file may be used within the scientific community so long as
# proper attribution is given to the journal article from which the
# data were obtained.
#
data_2229308
loop_
_publ_author_name
'Sun, Jiafeng'
'Wang, Guixiang'
_publ_section_title
;
 Bis[1-benzyl-3-(quinolin-8-ylmethyl)-2,3-dihydro-1H-imidazol-2-yl]dibromidopalladium(II)
 acetonitrile disolvate
;
_journal_coeditor_code           ZQ2083
_journal_issue                   2
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              m165
_journal_paper_doi               10.1107/S1600536811000973
_journal_volume                  67
_journal_year                    2011
_chemical_formula_iupac          '[Pd Br2 (C20 H17 N3)2], 2C2 H3 N'
_chemical_formula_moiety         'C40 H34 Br2 N6 Pd, 2(C2 H3 N)'
_chemical_formula_sum            'C44 H40 Br2 N8 Pd'
_chemical_formula_weight         947.06
_chemical_name_systematic
;
Bis[1-benzyl-3-(quinolin-8-ylmethyl)-2,3-dihydro-1H-imidazol-2-
yl]dibromidopalladium(II) acetonitrile disolvate
;
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                101.506(5)
_cell_angle_beta                 90.842(5)
_cell_angle_gamma                107.944(4)
_cell_formula_units_Z            1
_cell_length_a                   8.179(3)
_cell_length_b                   10.769(4)
_cell_length_c                   11.928(4)
_cell_measurement_reflns_used    1719
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      25.76
_cell_measurement_theta_min      2.42
_cell_volume                     976.2(6)
_computing_cell_refinement       'SAINT (Bruker, 2002)'
_computing_data_collection       'SMART (Bruker, 2002)'
_computing_data_reduction        'SAINT (Bruker, 2002)'
_computing_molecular_graphics    'SHELXTL (Sheldrick, 2008)'
_computing_publication_material  'SHELXTL (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      173(2)
_diffrn_measured_fraction_theta_full 0.975
_diffrn_measured_fraction_theta_max 0.975
_diffrn_measurement_device_type  'Bruker SMART APEX CCD area-detector'
_diffrn_measurement_method       'φ and ω'
_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  0.0999
_diffrn_reflns_av_sigmaI/netI    0.1060
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -7
_diffrn_reflns_number            5311
_diffrn_reflns_theta_full        26.00
_diffrn_reflns_theta_max         26.00
_diffrn_reflns_theta_min         2.04
_exptl_absorpt_coefficient_mu    2.566
_exptl_absorpt_correction_T_max  0.74
_exptl_absorpt_correction_T_min  0.48
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Bruker, 2002)'
_exptl_crystal_colour            'pale yellow'
_exptl_crystal_density_diffrn    1.611
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             476
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.24
_exptl_crystal_size_min          0.12
_refine_diff_density_max         1.645
_refine_diff_density_min         -1.902
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.013
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     251
_refine_ls_number_reflns         3728
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.013
_refine_ls_R_factor_all          0.0865
_refine_ls_R_factor_gt           0.0604
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0905P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1511
_refine_ls_wR_factor_ref         0.1724
_reflns_number_gt                2548
_reflns_number_total             3728
_reflns_threshold_expression     I>2sigma(I)
_cod_data_source_file            zq2083.cif
_cod_data_source_block           I
_cod_original_cell_volume        976.1(6)
_cod_database_code               2229308
_cod_database_fobs_code          2229308
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Br Br1 0.58787(9) 0.80115(7) -0.03850(6) 0.0291(2) Uani d . 1 . .
C C1 0.2797(9) 0.8983(6) 0.0605(6) 0.0220(14) Uani d . 1 . .
C C2 0.0012(10) 0.7929(7) 0.0814(6) 0.0289(16) Uani d . 1 . .
H H2 -0.1173 0.7541 0.0647 0.035 Uiso calc R 1 . .
C C3 0.0908(10) 0.7998(7) 0.1769(6) 0.0313(17) Uani d . 1 . .
H H3 0.0466 0.7677 0.2407 0.038 Uiso calc R 1 . .
C C4 0.0708(9) 0.8680(6) -0.1036(6) 0.0237(15) Uani d . 1 . .
H H4A 0.1684 0.9302 -0.1295 0.028 Uiso calc R 1 . .
H H4B -0.0233 0.9053 -0.0994 0.028 Uiso calc R 1 . .
C C5 0.4057(9) 0.8970(7) 0.2533(6) 0.0298(17) Uani d . 1 . .
H H5A 0.5140 0.9126 0.2176 0.036 Uiso calc R 1 . .
H H5B 0.3911 0.8219 0.2898 0.036 Uiso calc R 1 . .
C C6 0.1145(10) 0.6504(7) -0.2030(6) 0.0312(17) Uani d . 1 . .
H H6 0.2149 0.6747 -0.1549 0.037 Uiso calc R 1 . .
C C7 0.0706(11) 0.5328(8) -0.2815(7) 0.041(2) Uani d . 1 . .
H H7 0.1392 0.4775 -0.2868 0.049 Uiso calc R 1 . .
C C8 -0.0812(11) 0.4964(8) -0.3550(7) 0.040(2) Uani d . 1 . .
H H8 -0.1128 0.4167 -0.4097 0.048 Uiso calc R 1 . .
C C9 -0.1824(11) 0.5782(8) -0.3461(6) 0.0371(19) Uani d . 1 . .
H H9 -0.2830 0.5538 -0.3939 0.045 Uiso calc R 1 . .
C C10 -0.1315(10) 0.7001(8) -0.2631(6) 0.0307(17) Uani d . 1 . .
H H10 -0.1984 0.7567 -0.2570 0.037 Uiso calc R 1 . .
C C11 0.0164(9) 0.7350(7) -0.1917(6) 0.0266(16) Uani d . 1 . .
C C12 0.4125(9) 1.0184(7) 0.3422(6) 0.0262(15) Uani d . 1 . .
C C13 0.5138(10) 1.1425(7) 0.3342(6) 0.0320(17) Uani d . 1 . .
H H13 0.5811 1.1507 0.2722 0.038 Uiso calc R 1 . .
C C14 0.5213(11) 1.2583(8) 0.4149(7) 0.0395(19) Uani d . 1 . .
H H14 0.5901 1.3415 0.4054 0.047 Uiso calc R 1 . .
C C15 0.4263(11) 1.2479(8) 0.5081(6) 0.0366(19) Uani d . 1 . .
H H15 0.4322 1.3244 0.5627 0.044 Uiso calc R 1 . .
C C16 0.3202(9) 1.1231(8) 0.5222(6) 0.0294(16) Uani d . 1 . .
C C17 0.2175(10) 1.1057(8) 0.6155(6) 0.0339(18) Uani d . 1 . .
H H17 0.2185 1.1795 0.6718 0.041 Uiso calc R 1 . .
C C18 0.1181(10) 0.9824(8) 0.6233(6) 0.0350(18) Uani d . 1 . .
H H18 0.0494 0.9702 0.6842 0.042 Uiso calc R 1 . .
C C19 0.1202(11) 0.8728(8) 0.5377(7) 0.0374(19) Uani d . 1 . .
H H19 0.0531 0.7882 0.5451 0.045 Uiso calc R 1 . .
C C20 0.3119(9) 1.0069(7) 0.4397(6) 0.0270(16) Uani d . 1 . .
C C21 0.6964(12) 0.4626(8) 0.9114(7) 0.046(2) Uani d . 1 . .
H H21A 0.7048 0.5297 0.9796 0.069 Uiso calc R 1 . .
H H21B 0.7884 0.4949 0.8650 0.069 Uiso calc R 1 . .
H H21C 0.7047 0.3830 0.9323 0.069 Uiso calc R 1 . .
C C22 0.5275(15) 0.4318(9) 0.8452(8) 0.050(2) Uani d . 1 . .
N N1 0.1179(7) 0.8547(5) 0.0109(4) 0.0225(12) Uani d . 1 . .
N N2 0.2631(8) 0.8640(6) 0.1645(5) 0.0262(13) Uani d . 1 . .
N N3 0.2115(8) 0.8818(6) 0.4468(5) 0.0312(14) Uani d . 1 . .
N N4 0.3994(14) 0.4115(9) 0.7958(7) 0.068(3) Uani d . 1 . .
Pd Pd1 0.5000 1.0000 0.0000 0.0191(2) Uani d S 1 . .
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'
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_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
N1 C1 N2 . . 104.4(6) ?
N1 C1 Pd1 . . 128.7(5) ?
N2 C1 Pd1 . . 126.8(5) ?
C3 C2 N1 . . 106.7(6) ?
C3 C2 H2 . . 126.6 ?
N1 C2 H2 . . 126.6 ?
C2 C3 N2 . . 107.4(6) ?
C2 C3 H3 . . 126.3 ?
N2 C3 H3 . . 126.3 ?
N1 C4 C11 . . 113.1(5) ?
N1 C4 H4A . . 109.0 ?
C11 C4 H4A . . 109.0 ?
N1 C4 H4B . . 109.0 ?
C11 C4 H4B . . 109.0 ?
H4A C4 H4B . . 107.8 ?
N2 C5 C12 . . 111.5(6) ?
N2 C5 H5A . . 109.3 ?
C12 C5 H5A . . 109.3 ?
N2 C5 H5B . . 109.3 ?
C12 C5 H5B . . 109.3 ?
H5A C5 H5B . . 108.0 ?
C7 C6 C11 . . 122.7(8) ?
C7 C6 H6 . . 118.7 ?
C11 C6 H6 . . 118.7 ?
C6 C7 C8 . . 118.6(8) ?
C6 C7 H7 . . 120.7 ?
C8 C7 H7 . . 120.7 ?
C9 C8 C7 . . 120.3(8) ?
C9 C8 H8 . . 119.8 ?
C7 C8 H8 . . 119.8 ?
C8 C9 C10 . . 119.2(8) ?
C8 C9 H9 . . 120.4 ?
C10 C9 H9 . . 120.4 ?
C11 C10 C9 . . 120.2(7) ?
C11 C10 H10 . . 119.9 ?
C9 C10 H10 . . 119.9 ?
C10 C11 C6 . . 119.0(7) ?
C10 C11 C4 . . 119.6(6) ?
C6 C11 C4 . . 121.4(7) ?
C13 C12 C20 . . 117.9(7) ?
C13 C12 C5 . . 121.5(7) ?
C20 C12 C5 . . 120.6(6) ?
C12 C13 C14 . . 123.0(7) ?
C12 C13 H13 . . 118.5 ?
C14 C13 H13 . . 118.5 ?
C15 C14 C13 . . 119.4(8) ?
C15 C14 H14 . . 120.3 ?
C13 C14 H14 . . 120.3 ?
C14 C15 C16 . . 120.7(7) ?
C14 C15 H15 . . 119.7 ?
C16 C15 H15 . . 119.7 ?
C15 C16 C17 . . 123.5(7) ?
C15 C16 C20 . . 119.6(7) ?
C17 C16 C20 . . 116.9(7) ?
C18 C17 C16 . . 120.2(7) ?
C18 C17 H17 . . 119.9 ?
C16 C17 H17 . . 119.9 ?
C17 C18 C19 . . 118.7(7) ?
C17 C18 H18 . . 120.6 ?
C19 C18 H18 . . 120.6 ?
N3 C19 C18 . . 124.4(7) ?
N3 C19 H19 . . 117.8 ?
C18 C19 H19 . . 117.8 ?
N3 C20 C16 . . 123.3(6) ?
N3 C20 C12 . . 117.2(6) ?
C16 C20 C12 . . 119.5(7) ?
C22 C21 H21A . . 109.5 ?
C22 C21 H21B . . 109.5 ?
H21A C21 H21B . . 109.5 ?
C22 C21 H21C . . 109.5 ?
H21A C21 H21C . . 109.5 ?
H21B C21 H21C . . 109.5 ?
N4 C22 C21 . . 178.4(10) ?
C1 N1 C2 . . 111.3(5) ?
C1 N1 C4 . . 124.5(6) ?
C2 N1 C4 . . 124.1(6) ?
C1 N2 C3 . . 110.1(6) ?
C1 N2 C5 . . 124.8(6) ?
C3 N2 C5 . . 125.0(6) ?
C19 N3 C20 . . 116.5(7) ?
C1 Pd1 C1 . 2_675 180.0000(10) ?
C1 Pd1 Br1 . . 90.45(18) ?
C1 Pd1 Br1 2_675 . 89.55(18) ?
C1 Pd1 Br1 . 2_675 89.55(18) ?
C1 Pd1 Br1 2_675 2_675 90.45(18) ?
Br1 Pd1 Br1 . 2_675 180.0 ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
Br1 Pd1 . 2.4245(10) ?
C1 N1 . 1.344(8) ?
C1 N2 . 1.359(8) ?
C1 Pd1 . 2.026(7) ?
C2 C3 . 1.323(10) ?
C2 N1 . 1.384(8) ?
C2 H2 . 0.9300 ?
C3 N2 . 1.390(9) ?
C3 H3 . 0.9300 ?
C4 N1 . 1.460(8) ?
C4 C11 . 1.532(9) ?
C4 H4A . 0.9700 ?
C4 H4B . 0.9700 ?
C5 N2 . 1.472(9) ?
C5 C12 . 1.496(10) ?
C5 H5A . 0.9700 ?
C5 H5B . 0.9700 ?
C6 C7 . 1.359(11) ?
C6 C11 . 1.378(10) ?
C6 H6 . 0.9300 ?
C7 C8 . 1.412(12) ?
C7 H7 . 0.9300 ?
C8 C9 . 1.373(11) ?
C8 H8 . 0.9300 ?
C9 C10 . 1.417(11) ?
C9 H9 . 0.9300 ?
C10 C11 . 1.376(10) ?
C10 H10 . 0.9300 ?
C12 C13 . 1.362(10) ?
C12 C20 . 1.437(9) ?
C13 C14 . 1.400(11) ?
C13 H13 . 0.9300 ?
C14 C15 . 1.369(11) ?
C14 H14 . 0.9300 ?
C15 C16 . 1.401(10) ?
C15 H15 . 0.9300 ?
C16 C17 . 1.412(10) ?
C16 C20 . 1.412(10) ?
C17 C18 . 1.349(11) ?
C17 H17 . 0.9300 ?
C18 C19 . 1.402(11) ?
C18 H18 . 0.9300 ?
C19 N3 . 1.328(9) ?
C19 H19 . 0.9300 ?
C20 N3 . 1.364(9) ?
C21 C22 . 1.491(14) ?
C21 H21A . 0.9600 ?
C21 H21B . 0.9600 ?
C21 H21C . 0.9600 ?
C22 N4 . 1.132(13) ?
Pd1 C1 2_675 2.026(7) ?
Pd1 Br1 2_675 2.4245(10) ?
