#------------------------------------------------------------------------------
#$Date: 2016-02-13 14:50:18 +0200 (Sat, 13 Feb 2016) $
#$Revision: 176428 $
#$URL: svn://www.crystallography.net/cod/cif/7/11/72/7117246.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_7117246
loop_
_publ_author_name
'Christopher J. Adams'
'Matteo Lusi'
'Emily M. Mutambi'
'A. Guy Orpen'
_publ_section_title
;
 Two-step solid-state synthesis of PEPPSI-type compounds
;
_journal_name_full               Chem.Commun.
_journal_page_first              9632
_journal_paper_doi               10.1039/C5cc02924D
_journal_volume                  51
_journal_year                    2015
_chemical_formula_moiety         'C22 H21 Cl2 N3 Pd'
_chemical_formula_sum            'C22 H21 Cl2 N3 Pd'
_chemical_formula_weight         504.72
_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
_audit_update_record
;
2015-04-08 deposited with the CCDC.
2015-05-06 downloaded from the CCDC.
;
_cell_angle_alpha                90.00
_cell_angle_beta                 120.856(3)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   9.0414(5)
_cell_length_b                   25.2740(13)
_cell_length_c                   10.5618(5)
_cell_measurement_reflns_used    4209
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      27.25
_cell_measurement_theta_min      2.39
_cell_volume                     2071.9(2)
_computing_cell_refinement       'Bruker SMART'
_computing_data_collection       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'Bruker SHELXTL'
_computing_structure_solution    'Bruker SHELXTL'
_diffrn_ambient_temperature      100(2)
_diffrn_detector_area_resol_mean 9.091
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0363
_diffrn_reflns_av_sigmaI/netI    0.0481
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       29
_diffrn_reflns_limit_k_min       -32
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            14493
_diffrn_reflns_theta_full        27.52
_diffrn_reflns_theta_max         27.52
_diffrn_reflns_theta_min         2.39
_exptl_absorpt_coefficient_mu    1.166
_exptl_absorpt_correction_T_max  0.798
_exptl_absorpt_correction_T_min  0.744
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   sadabs
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.618
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1016
_exptl_crystal_size_max          0.32
_exptl_crystal_size_mid          0.21
_exptl_crystal_size_min          0.19
_refine_diff_density_max         0.652
_refine_diff_density_min         -0.731
_refine_diff_density_rms         0.106
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.072
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     253
_refine_ls_number_reflns         4761
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.072
_refine_ls_R_factor_all          0.0490
_refine_ls_R_factor_gt           0.0336
_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)+(0.0271P)²+0.5947P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0663
_refine_ls_wR_factor_ref         0.0711
_reflns_number_gt                3753
_reflns_number_total             4761
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c5cc02924d2.cif
_cod_data_source_block           5a
_cod_depositor_comments
;
The following automatic conversions were performed:

'_exptl_crystal_density_meas' value 'not measured' was changed to '?'
- the value is perceived as not measured.

Automatic conversion script
Id: cif_fix_values 3392 2015-05-12 13:50:21Z andrius 
;
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               7117246
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
_atom_site_disorder_assembly
_atom_site_disorder_group
Pd1 Pd 0.09456(3) 0.853797(8) 0.41398(2) 0.01372(7) Uani 1 1 d . . .
Cl1 Cl 0.20245(9) 0.93185(3) 0.38050(8) 0.01923(16) Uani 1 1 d . . .
Cl2 Cl -0.00887(9) 0.77647(3) 0.45599(8) 0.02035(16) Uani 1 1 d . . .
N1 N -0.2705(3) 0.88377(9) 0.3037(2) 0.0156(5) Uani 1 1 d . . .
N2 N -0.0992(3) 0.92660(9) 0.5014(2) 0.0145(5) Uani 1 1 d . . .
N3 N 0.2989(3) 0.81258(9) 0.4192(2) 0.0157(5) Uani 1 1 d . . .
C1 C -0.1015(3) 0.89108(10) 0.4047(3) 0.0134(6) Uani 1 1 d . . .
C2 C -0.3720(4) 0.91427(11) 0.3383(3) 0.0191(6) Uani 1 1 d . . .
H2 H -0.4943 0.9160 0.2845 0.023 Uiso 1 1 calc R . .
C3 C -0.2657(4) 0.94089(11) 0.4620(3) 0.0178(6) Uani 1 1 d . . .
H3 H -0.2979 0.9649 0.5129 0.021 Uiso 1 1 calc R . .
C4 C 0.0556(4) 0.94835(11) 0.6299(3) 0.0168(6) Uani 1 1 d . . .
H4A H 0.0430 0.9872 0.6316 0.020 Uiso 1 1 calc R . .
H4B H 0.1564 0.9412 0.6192 0.020 Uiso 1 1 calc R . .
C5 C 0.0898(3) 0.92558(11) 0.7751(3) 0.0134(6) Uani 1 1 d . . .
C6 C 0.1094(3) 0.95984(11) 0.8855(3) 0.0150(6) Uani 1 1 d . . .
H6 H 0.0949 0.9968 0.8674 0.018 Uiso 1 1 calc R . .
C7 C 0.1501(3) 0.94005(11) 1.0227(3) 0.0171(6) Uani 1 1 d . . .
H7 H 0.1620 0.9634 1.0978 0.021 Uiso 1 1 calc R . .
C8 C 0.1732(4) 0.88625(11) 1.0493(3) 0.0184(6) Uani 1 1 d . . .
H8 H 0.2017 0.8728 1.1431 0.022 Uiso 1 1 calc R . .
C9 C 0.1551(4) 0.85180(11) 0.9398(3) 0.0189(6) Uani 1 1 d . . .
H9 H 0.1716 0.8149 0.9584 0.023 Uiso 1 1 calc R . .
C10 C 0.1127(4) 0.87178(11) 0.8029(3) 0.0170(6) Uani 1 1 d . . .
H10 H 0.0993 0.8483 0.7274 0.020 Uiso 1 1 calc R . .
C11 C -0.3373(4) 0.85114(11) 0.1692(3) 0.0180(6) Uani 1 1 d . . .
H11A H -0.4529 0.8376 0.1414 0.022 Uiso 1 1 calc R . .
H11B H -0.2604 0.8203 0.1905 0.022 Uiso 1 1 calc R . .
C12 C -0.3500(4) 0.88188(11) 0.0408(3) 0.0167(6) Uani 1 1 d . . .
C13 C -0.4676(4) 0.92273(11) -0.0229(3) 0.0199(6) Uani 1 1 d . . .
H13 H -0.5389 0.9317 0.0156 0.024 Uiso 1 1 calc R . .
C14 C -0.4834(4) 0.95078(12) -0.1416(3) 0.0231(7) Uani 1 1 d . . .
H14 H -0.5632 0.9792 -0.1826 0.028 Uiso 1 1 calc R . .
C15 C -0.3824(4) 0.93727(12) -0.2005(3) 0.0244(7) Uani 1 1 d . . .
H15 H -0.3946 0.9559 -0.2835 0.029 Uiso 1 1 calc R . .
C16 C -0.2641(4) 0.89674(13) -0.1383(3) 0.0271(8) Uani 1 1 d . . .
H16 H -0.1939 0.8877 -0.1779 0.033 Uiso 1 1 calc R . .
C17 C -0.2474(4) 0.86902(12) -0.0170(3) 0.0219(7) Uani 1 1 d . . .
H17 H -0.1654 0.8413 0.0259 0.026 Uiso 1 1 calc R . .
C18 C 0.2661(4) 0.77380(11) 0.3225(3) 0.0203(6) Uani 1 1 d . . .
H18 H 0.1498 0.7634 0.2582 0.024 Uiso 1 1 calc R . .
C19 C 0.3942(4) 0.74819(12) 0.3122(4) 0.0281(8) Uani 1 1 d . . .
H19 H 0.3662 0.7212 0.2407 0.034 Uiso 1 1 calc R . .
C20 C 0.5634(4) 0.76227(12) 0.4070(4) 0.0286(8) Uani 1 1 d . . .
H20 H 0.6540 0.7453 0.4019 0.034 Uiso 1 1 calc R . .
C21 C 0.5989(4) 0.80151(12) 0.5098(4) 0.0297(8) Uani 1 1 d . . .
H21 H 0.7145 0.8115 0.5780 0.036 Uiso 1 1 calc R . .
C22 C 0.4634(4) 0.82613(12) 0.5120(3) 0.0237(7) Uani 1 1 d . . .
H22 H 0.4880 0.8535 0.5816 0.028 Uiso 1 1 calc R . .
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'
Cl Cl 0.1484 0.1585 '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'
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
C1 Pd1 N3 178.40(10) . .
C1 Pd1 Cl2 88.37(8) . .
N3 Pd1 Cl2 90.73(6) . .
C1 Pd1 Cl1 91.37(8) . .
N3 Pd1 Cl1 89.58(6) . .
Cl2 Pd1 Cl1 178.02(3) . .
C1 N1 C2 110.4(2) . .
C1 N1 C11 125.0(2) . .
C2 N1 C11 124.4(2) . .
C1 N2 C3 110.6(2) . .
C1 N2 C4 125.8(2) . .
C3 N2 C4 123.6(2) . .
C18 N3 C22 118.4(2) . .
C18 N3 Pd1 119.85(19) . .
C22 N3 Pd1 121.66(19) . .
N2 C1 N1 105.0(2) . .
N2 C1 Pd1 128.1(2) . .
N1 C1 Pd1 126.72(19) . .
C3 C2 N1 107.2(3) . .
C3 C2 H2 126.4 . .
N1 C2 H2 126.4 . .
C2 C3 N2 106.7(2) . .
C2 C3 H3 126.6 . .
N2 C3 H3 126.6 . .
N2 C4 C5 113.3(2) . .
N2 C4 H4A 108.9 . .
C5 C4 H4A 108.9 . .
N2 C4 H4B 108.9 . .
C5 C4 H4B 108.9 . .
H4A C4 H4B 107.7 . .
C10 C5 C6 119.6(2) . .
C10 C5 C4 121.2(2) . .
C6 C5 C4 119.0(2) . .
C5 C6 C7 120.1(3) . .
C5 C6 H6 119.9 . .
C7 C6 H6 119.9 . .
C8 C7 C6 119.7(3) . .
C8 C7 H7 120.1 . .
C6 C7 H7 120.1 . .
C7 C8 C9 120.5(3) . .
C7 C8 H8 119.8 . .
C9 C8 H8 119.8 . .
C10 C9 C8 119.4(3) . .
C10 C9 H9 120.3 . .
C8 C9 H9 120.3 . .
C5 C10 C9 120.6(3) . .
C5 C10 H10 119.7 . .
C9 C10 H10 119.7 . .
N1 C11 C12 112.3(2) . .
N1 C11 H11A 109.1 . .
C12 C11 H11A 109.1 . .
N1 C11 H11B 109.1 . .
C12 C11 H11B 109.1 . .
H11A C11 H11B 107.9 . .
C13 C12 C17 118.8(3) . .
C13 C12 C11 120.3(3) . .
C17 C12 C11 120.9(3) . .
C14 C13 C12 121.4(3) . .
C14 C13 H13 119.3 . .
C12 C13 H13 119.3 . .
C13 C14 C15 119.7(3) . .
C13 C14 H14 120.2 . .
C15 C14 H14 120.2 . .
C16 C15 C14 119.8(3) . .
C16 C15 H15 120.1 . .
C14 C15 H15 120.1 . .
C15 C16 C17 120.1(3) . .
C15 C16 H16 120.0 . .
C17 C16 H16 120.0 . .
C12 C17 C16 120.3(3) . .
C12 C17 H17 119.9 . .
C16 C17 H17 119.9 . .
N3 C18 C19 122.6(3) . .
N3 C18 H18 118.7 . .
C19 C18 H18 118.7 . .
C20 C19 C18 119.0(3) . .
C20 C19 H19 120.5 . .
C18 C19 H19 120.5 . .
C19 C20 C21 118.7(3) . .
C19 C20 H20 120.6 . .
C21 C20 H20 120.6 . .
C20 C21 C22 119.0(3) . .
C20 C21 H21 120.5 . .
C22 C21 H21 120.5 . .
N3 C22 C21 122.2(3) . .
N3 C22 H22 118.9 . .
C21 C22 H22 118.9 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Pd1 C1 1.965(3) .
Pd1 N3 2.097(2) .
Pd1 Cl2 2.3056(7) .
Pd1 Cl1 2.3068(7) .
N1 C1 1.355(3) .
N1 C2 1.384(3) .
N1 C11 1.477(3) .
N2 C1 1.352(3) .
N2 C3 1.388(3) .
N2 C4 1.468(3) .
N3 C18 1.335(3) .
N3 C22 1.340(4) .
C2 C3 1.340(4) .
C2 H2 0.9500 .
C3 H3 0.9500 .
C4 C5 1.515(4) .
C4 H4A 0.9900 .
C4 H4B 0.9900 .
C5 C10 1.384(4) .
C5 C6 1.389(4) .
C6 C7 1.392(4) .
C6 H6 0.9500 .
C7 C8 1.382(4) .
C7 H7 0.9500 .
C8 C9 1.389(4) .
C8 H8 0.9500 .
C9 C10 1.387(4) .
C9 H9 0.9500 .
C10 H10 0.9500 .
C11 C12 1.515(4) .
C11 H11A 0.9900 .
C11 H11B 0.9900 .
C12 C13 1.384(4) .
C12 C17 1.386(4) .
C13 C14 1.382(4) .
C13 H13 0.9500 .
C14 C15 1.386(4) .
C14 H14 0.9500 .
C15 C16 1.380(4) .
C15 H15 0.9500 .
C16 C17 1.399(4) .
C16 H16 0.9500 .
C17 H17 0.9500 .
C18 C19 1.379(4) .
C18 H18 0.9500 .
C19 C20 1.378(4) .
C19 H19 0.9500 .
C20 C21 1.381(4) .
C20 H20 0.9500 .
C21 C22 1.384(4) .
C21 H21 0.9500 .
C22 H22 0.9500 .
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
Cl2 Pd1 N3 C18 59.9(2) . . . .
Cl1 Pd1 N3 C18 -122.0(2) . . . .
Cl2 Pd1 N3 C22 -124.1(2) . . . .
Cl1 Pd1 N3 C22 54.0(2) . . . .
C3 N2 C1 N1 0.7(3) . . . .
C4 N2 C1 N1 -178.4(2) . . . .
C3 N2 C1 Pd1 -175.35(19) . . . .
C4 N2 C1 Pd1 5.5(4) . . . .
C2 N1 C1 N2 -0.4(3) . . . .
C11 N1 C1 N2 175.2(2) . . . .
C2 N1 C1 Pd1 175.67(19) . . . .
C11 N1 C1 Pd1 -8.7(4) . . . .
Cl2 Pd1 C1 N2 111.3(2) . . . .
Cl1 Pd1 C1 N2 -66.8(2) . . . .
Cl2 Pd1 C1 N1 -63.9(2) . . . .
Cl1 Pd1 C1 N1 118.0(2) . . . .
C1 N1 C2 C3 0.0(3) . . . .
C11 N1 C2 C3 -175.6(2) . . . .
N1 C2 C3 N2 0.4(3) . . . .
C1 N2 C3 C2 -0.7(3) . . . .
C4 N2 C3 C2 178.4(2) . . . .
C1 N2 C4 C5 -105.4(3) . . . .
C3 N2 C4 C5 75.6(3) . . . .
N2 C4 C5 C10 58.6(3) . . . .
N2 C4 C5 C6 -125.6(3) . . . .
C10 C5 C6 C7 -0.6(4) . . . .
C4 C5 C6 C7 -176.5(2) . . . .
C5 C6 C7 C8 0.8(4) . . . .
C6 C7 C8 C9 -0.4(4) . . . .
C7 C8 C9 C10 -0.3(4) . . . .
C6 C5 C10 C9 0.0(4) . . . .
C4 C5 C10 C9 175.8(3) . . . .
C8 C9 C10 C5 0.5(4) . . . .
C1 N1 C11 C12 -86.5(3) . . . .
C2 N1 C11 C12 88.5(3) . . . .
N1 C11 C12 C13 -67.4(3) . . . .
N1 C11 C12 C17 114.0(3) . . . .
C17 C12 C13 C14 -0.4(4) . . . .
C11 C12 C13 C14 -179.0(3) . . . .
C12 C13 C14 C15 1.3(4) . . . .
C13 C14 C15 C16 -1.5(4) . . . .
C14 C15 C16 C17 0.6(4) . . . .
C13 C12 C17 C16 -0.5(4) . . . .
C11 C12 C17 C16 178.1(3) . . . .
C15 C16 C17 C12 0.3(4) . . . .
C22 N3 C18 C19 -1.6(4) . . . .
Pd1 N3 C18 C19 174.5(2) . . . .
N3 C18 C19 C20 1.3(5) . . . .
C18 C19 C20 C21 0.3(5) . . . .
C19 C20 C21 C22 -1.4(5) . . . .
C18 N3 C22 C21 0.4(4) . . . .
Pd1 N3 C22 C21 -175.6(2) . . . .
C20 C21 C22 N3 1.1(5) . . . .
