#------------------------------------------------------------------------------
#$Date: 2016-03-26 14:43:29 +0200 (Sat, 26 Mar 2016) $
#$Revision: 180274 $
#$URL: svn://www.crystallography.net/cod/cif/7/11/60/7116047.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_7116047
loop_
_publ_author_name
'Arturo Juzgado'
'M. Mercedes Lorenzo-Garcia'
'Myriam Barrejon'
'Ana M. Rodriguez'
'Julian Rodriguez-Lopez'
'Sonia Merino'
'Juan Tejeda'
_publ_section_title
;
 Chelation assistance as a tool for the selective preparation of an
 imidazole-based mesoionic palladium carbene complex
;
_journal_name_full               Chem.Commun.
_journal_page_first              15313
_journal_paper_doi               10.1039/C4cc07732F
_journal_volume                  50
_journal_year                    2014
_chemical_formula_moiety         'C15 H13 Cl2 N3 Pd'
_chemical_formula_sum            'C15 H13 Cl2 N3 Pd'
_chemical_formula_weight         412.58
_chemical_name_systematic
;
 ?
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           11
_space_group_name_Hall           '-P 2yb'
_space_group_name_H-M_alt        'P 1 21/m 1'
_symmetry_space_group_name_Hall  '-P 2yb'
_symmetry_space_group_name_H-M   'P 1 21/m 1'
_atom_sites_solution_hydrogens   mixed
_audit_creation_method           SHELXL-2013
_cell_angle_alpha                90.000(5)
_cell_angle_beta                 103.632(2)
_cell_angle_gamma                90.000(5)
_cell_formula_units_Z            2
_cell_length_a                   10.1220(5)
_cell_length_b                   6.9090(3)
_cell_length_c                   10.9590(5)
_cell_measurement_reflns_used    3809
_cell_measurement_temperature    230(2)
_cell_measurement_theta_max      23.347
_cell_measurement_theta_min      2.465
_cell_volume                     744.80(6)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker APEX'
_computing_data_reduction        'Bruker SAINT, SADABS, XPREP'
_computing_molecular_graphics    'WINGX v2013.3 (Farrugia)'
_computing_publication_material  'WINGX v2013.3 (Farrugia)'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick)'
_computing_structure_solution    'SHELXS-2013 (Sheldrick)'
_diffrn_ambient_temperature      230(2)
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'omega and phi scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0423
_diffrn_reflns_av_unetI/netI     0.0251
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            12709
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         25.415
_diffrn_reflns_theta_min         3.133
_exptl_absorpt_coefficient_mu    1.599
_exptl_absorpt_correction_T_max  0.745
_exptl_absorpt_correction_T_min  0.651
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   SADABS
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.840
_exptl_crystal_description       prismatic
_exptl_crystal_F_000             408
_exptl_crystal_size_max          0.280
_exptl_crystal_size_mid          0.040
_exptl_crystal_size_min          0.020
_refine_diff_density_max         0.323
_refine_diff_density_min         -0.254
_refine_diff_density_rms         0.058
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.913
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     125
_refine_ls_number_reflns         1492
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.913
_refine_ls_R_factor_all          0.0291
_refine_ls_R_factor_gt           0.0224
_refine_ls_shift/su_max          0.007
_refine_ls_shift/su_mean         0.001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0494P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0609
_refine_ls_wR_factor_ref         0.0648
_reflns_Friedel_coverage         0.000
_reflns_number_gt                1312
_reflns_number_total             1492
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            c4cc07732f2.cif
_cod_data_source_block           4
_cod_database_code               7116047
#BEGIN Tags that were not found in dictionaries:
_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   0.663
_shelx_estimated_absorpt_t_max   0.969
_shelxl_version_number           2013-4
#END Tags that were not found in dictionaries
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z'
'-x, -y, -z'
'x, -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
Pd1 Pd 1.09250(3) 0.2500 0.51644(3) 0.03536(13) Uani 1 2 d S T P
Cl1 Cl 1.32469(10) 0.2500 0.50318(11) 0.0600(3) Uani 1 2 d S T P
Cl2 Cl 1.15744(11) 0.2500 0.73209(10) 0.0560(3) Uani 1 2 d S T P
N1 N 1.0222(3) 0.2500 0.3212(3) 0.0360(7) Uani 1 2 d S T P
N2 N 0.7999(3) 0.2500 0.5751(3) 0.0379(7) Uani 1 2 d S T P
N3 N 0.6827(3) 0.2500 0.3828(3) 0.0391(7) Uani 1 2 d S T P
C1 C 1.0991(4) 0.2500 0.2380(4) 0.0522(11) Uani 1 2 d S T P
C2 C 1.0446(4) 0.2500 0.1103(4) 0.0611(12) Uani 1 2 d S T P
H2 H 1.1008 0.2500 0.0543 0.073 Uiso 1 2 calc R U P
C3 C 0.9066(4) 0.2500 0.0677(4) 0.0588(12) Uani 1 2 d S T P
H3 H 0.8677 0.2500 -0.0182 0.071 Uiso 1 2 calc R U P
C4 C 0.8258(4) 0.2500 0.1512(4) 0.0467(10) Uani 1 2 d S T P
H4 H 0.7317 0.2500 0.1227 0.056 Uiso 1 2 calc R U P
C5 C 0.8853(4) 0.2500 0.2794(3) 0.0350(8) Uani 1 2 d S T P
C6 C 0.8193(3) 0.2500 0.3815(3) 0.0327(8) Uani 1 2 d S T P
C7 C 0.8947(3) 0.2500 0.5025(3) 0.0347(8) Uani 1 2 d S T P
C8 C 0.6748(4) 0.2500 0.5009(4) 0.0428(9) Uani 1 2 d S T P
H8 H 0.5946 0.2500 0.5284 0.051 Uiso 1 2 calc R U P
C9 C 0.8240(5) 0.2500 0.7126(4) 0.0540(11) Uani 1 2 d S T P
H9A H 0.7495 0.3125 0.7369 0.081 Uiso 0.5 1 calc R U P
H9B H 0.9067 0.3184 0.7480 0.081 Uiso 0.5 1 calc R U P
H9C H 0.8316 0.1190 0.7427 0.081 Uiso 0.5 1 calc R U P
C10 C 0.5690(4) 0.2500 0.2748(4) 0.0447(10) Uani 1 2 d S T P
C11 C 0.5204(3) 0.0759(5) 0.2240(3) 0.0645(9) Uani 1 1 d . . .
H11 H 0.5538 -0.0403 0.2619 0.077 Uiso 1 1 calc R U .
C12 C 0.4185(3) 0.0794(7) 0.1129(3) 0.0873(14) Uani 1 1 d . . .
H12 H 0.3829 -0.0364 0.0760 0.105 Uiso 1 1 calc R U .
C13 C 0.3710(5) 0.2500 0.0583(5) 0.092(2) Uani 1 2 d S T P
H13 H 0.3053 0.2500 -0.0170 0.111 Uiso 1 2 calc R U P
H1 H 1.190(4) 0.2500 0.264(4) 0.041(11) Uiso 1 2 d S . P
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'
Cl Cl 0.1484 0.1585 '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
C7 Pd1 N1 80.00(13) .
C7 Pd1 Cl2 96.80(10) .
N1 Pd1 Cl2 176.80(8) .
C7 Pd1 Cl1 172.31(10) .
N1 Pd1 Cl1 92.31(9) .
Cl2 Pd1 Cl1 90.89(4) .
C1 N1 C5 119.0(3) .
C1 N1 Pd1 126.1(3) .
C5 N1 Pd1 114.9(2) .
C8 N2 C7 109.7(3) .
C8 N2 C9 122.0(3) .
C7 N2 C9 128.3(3) .
C8 N3 C6 107.6(3) .
C8 N3 C10 125.8(3) .
C6 N3 C10 126.6(3) .
N1 C1 C2 122.5(4) .
C3 C2 C1 118.7(4) .
C4 C3 C2 119.8(4) .
C3 C4 C5 119.5(4) .
N1 C5 C4 120.5(3) .
N1 C5 C6 111.3(3) .
C4 C5 C6 128.2(3) .
C7 C6 N3 108.7(3) .
C7 C6 C5 120.2(3) .
N3 C6 C5 131.1(3) .
C6 C7 N2 104.7(3) .
C6 C7 Pd1 113.6(3) .
N2 C7 Pd1 141.7(3) .
N3 C8 N2 109.3(3) .
C11 C10 C11 123.2(4) 4_565
C11 C10 N3 118.32(19) 4_565
C11 C10 N3 118.32(19) .
C10 C11 C12 117.4(4) .
C13 C12 C11 120.7(4) .
C12 C13 C12 120.5(5) 4_565
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Pd1 C7 1.972(3) .
Pd1 N1 2.089(3) .
Pd1 Cl2 2.2990(11) .
Pd1 Cl1 2.3887(11) .
N1 C1 1.331(5) .
N1 C5 1.353(5) .
N2 C8 1.334(5) .
N2 C7 1.383(5) .
N2 C9 1.468(5) .
N3 C8 1.316(5) .
N3 C6 1.387(5) .
N3 C10 1.444(5) .
C1 C2 1.378(6) .
C2 C3 1.365(6) .
C3 C4 1.363(6) .
C4 C5 1.392(5) .
C5 C6 1.433(5) .
C6 C7 1.365(5) .
C10 C11 1.367(4) 4_565
C10 C11 1.367(4) .
C11 C12 1.398(4) .
C12 C13 1.358(5) .
C13 C12 1.358(5) 4_565
