#------------------------------------------------------------------------------
#$Date: 2016-08-07 12:19:44 +0300 (Sun, 07 Aug 2016) $
#$Revision: 185509 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/03/92/7039247.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_7039247
loop_
_publ_author_name
'Suárez-Meneses, J V'
'Oukhrib, A.'
'Gouygou, M.'
'Urrutigoïty, M'
'Daran, J.-C.'
'Cordero-Vargas, A'
'Ortega-Alfaro, M C'
'López-Cortés, J G'
_publ_section_title
;
 [N,P]-pyrrole PdCl2 complexes catalyzed the formation of
 dibenzo-α-pyrone and lactam analogues.
;
_journal_issue                   23
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              9621
_journal_page_last               9630
_journal_paper_doi               10.1039/c6dt01022a
_journal_volume                  45
_journal_year                    2016
_chemical_formula_moiety         'C14 H21 Cl2 N2 P Pd'
_chemical_formula_sum            'C14 H21 Cl2 N2 P Pd'
_chemical_formula_weight         425.60
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yn'
_space_group_name_H-M_alt        'P 1 21/n 1'
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_atom_sites_solution_hydrogens   geom
_audit_creation_method           SHELXL-2014/6
_audit_update_record
;
2015-10-29 deposited with the CCDC.
2016-05-11 downloaded from the CCDC.
;
_cell_angle_alpha                90.000(5)
_cell_angle_beta                 117.992(5)
_cell_angle_gamma                90.000(5)
_cell_formula_units_Z            4
_cell_length_a                   11.598(5)
_cell_length_b                   13.656(5)
_cell_length_c                   12.222(5)
_cell_measurement_reflns_used    5420
_cell_measurement_temperature    181(2)
_cell_measurement_theta_max      29.3760
_cell_measurement_theta_min      3.8360
_cell_volume                     1709.3(12)
_computing_cell_refinement       CrysAlisPro
_computing_data_collection       'CrysAlisPro (Agilent Technologies, 2014)'
_computing_data_reduction        CrysAlisPro
_computing_molecular_graphics
'ORTEPIII (Burnett & Johnson, 1996); ORTEP-3 for Windows (Farrugia, 1997)'
_computing_publication_material  SHELXL-2013
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2008)'
_computing_structure_solution    'SIR-97 (Altomare et al., 1999)'
_diffrn_ambient_temperature      180(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 16.1978
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 0.993
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Eos, Gemini ultra'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0202
_diffrn_reflns_av_unetI/netI     0.0221
_diffrn_reflns_Laue_measured_fraction_full 0.993
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            10189
_diffrn_reflns_point_group_measured_fraction_full 0.993
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_theta_full        26.400
_diffrn_reflns_theta_max         26.370
_diffrn_reflns_theta_min         2.983
_diffrn_source                   'Enhance (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    1.483
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.88326
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm. CrysAlisPro 
(Agilent Technologies, 2014)
;
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.654
_exptl_crystal_description       box
_exptl_crystal_F_000             856
_exptl_crystal_size_max          0.250
_exptl_crystal_size_mid          0.150
_exptl_crystal_size_min          0.070
_refine_diff_density_max         0.352
_refine_diff_density_min         -0.335
_refine_diff_density_rms         0.062
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.042
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     187
_refine_ls_number_reflns         3480
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.042
_refine_ls_R_factor_all          0.0287
_refine_ls_R_factor_gt           0.0224
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0208P)²+1.2525P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0520
_refine_ls_wR_factor_ref         0.0549
_reflns_number_gt                3027
_reflns_number_total             3480
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            c6dt01022a2.cif
_cod_data_source_block           shelx
_cod_depositor_comments          'Adding full bibliography for 7039247.cif.'
_cod_database_code               7039247
_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   0.708
_shelx_estimated_absorpt_t_max   0.903
_shelxl_version_number           2014/6
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -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
Pd1 Pd 0.53306(2) 0.49228(2) -0.20462(2) 0.01972(6) Uani 1 1 d . .
Cl1 Cl 0.37913(6) 0.61351(5) -0.21883(6) 0.03691(15) Uani 1 1 d . .
Cl2 Cl 0.68249(6) 0.60579(4) -0.19087(6) 0.03033(14) Uani 1 1 d . .
P1 P 0.66584(5) 0.38089(4) -0.21174(5) 0.01846(12) Uani 1 1 d . .
N1 N 0.41002(18) 0.37536(14) -0.20684(17) 0.0236(4) Uani 1 1 d . .
N2 N 0.47782(18) 0.28327(14) -0.18537(17) 0.0247(4) Uani 1 1 d . .
C1 C 0.3743(3) 0.3903(2) -0.1056(2) 0.0362(6) Uani 1 1 d . .
H1A H 0.3131 0.3390 -0.1099 0.054 Uiso 1 1 calc R U
H1B H 0.3331 0.4546 -0.1150 0.054 Uiso 1 1 calc R U
H1C H 0.4532 0.3870 -0.0252 0.054 Uiso 1 1 calc R U
C2 C 0.2901(2) 0.3708(2) -0.3293(2) 0.0388(6) Uani 1 1 d . .
H2A H 0.3146 0.3573 -0.3944 0.058 Uiso 1 1 calc R U
H2B H 0.2439 0.4335 -0.3460 0.058 Uiso 1 1 calc R U
H2C H 0.2329 0.3184 -0.3280 0.058 Uiso 1 1 calc R U
C11 C 0.8395(2) 0.37791(15) -0.1172(2) 0.0210(5) Uani 1 1 d . .
C12 C 0.8926(2) 0.36677(15) -0.1940(2) 0.0221(5) Uani 1 1 d . .
C13 C 0.7966(2) 0.36164(15) -0.3291(2) 0.0226(5) Uani 1 1 d . .
C14 C 0.6705(2) 0.36822(15) -0.3562(2) 0.0217(5) Uani 1 1 d . .
C21 C 0.5974(2) 0.27360(16) -0.1828(2) 0.0222(5) Uani 1 1 d . .
C22 C 0.6312(3) 0.17654(17) -0.1604(2) 0.0283(5) Uani 1 1 d . .
H22 H 0.7087 0.1476 -0.1538 0.034 Uiso 1 1 calc R U
C23 C 0.5313(3) 0.12778(18) -0.1491(2) 0.0343(6) Uani 1 1 d . .
H23 H 0.5294 0.0599 -0.1329 0.041 Uiso 1 1 calc R U
C24 C 0.4372(3) 0.19439(18) -0.1654(2) 0.0328(6) Uani 1 1 d . .
H24 H 0.3578 0.1814 -0.1634 0.039 Uiso 1 1 calc R U
C111 C 0.9027(2) 0.38762(18) 0.0205(2) 0.0297(5) Uani 1 1 d . .
H11A H 0.9978 0.3867 0.0543 0.045 Uiso 1 1 calc R U
H11B H 0.8756 0.3330 0.0552 0.045 Uiso 1 1 calc R U
H11C H 0.8760 0.4496 0.0423 0.045 Uiso 1 1 calc R U
C121 C 1.0349(2) 0.35800(18) -0.1545(2) 0.0320(6) Uani 1 1 d . .
H12A H 1.0844 0.3619 -0.0640 0.048 Uiso 1 1 calc R U
H12B H 1.0617 0.4113 -0.1913 0.048 Uiso 1 1 calc R U
H12C H 1.0521 0.2950 -0.1824 0.048 Uiso 1 1 calc R U
C131 C 0.8430(3) 0.34608(18) -0.4236(2) 0.0322(6) Uani 1 1 d . .
H13A H 0.7682 0.3477 -0.5069 0.048 Uiso 1 1 calc R U
H13B H 0.8866 0.2824 -0.4097 0.048 Uiso 1 1 calc R U
H13C H 0.9046 0.3980 -0.4160 0.048 Uiso 1 1 calc R U
C141 C 0.5500(2) 0.36397(18) -0.4781(2) 0.0304(5) Uani 1 1 d . .
H14A H 0.5734 0.3714 -0.5450 0.046 Uiso 1 1 calc R U
H14B H 0.4908 0.4169 -0.4830 0.046 Uiso 1 1 calc R U
H14C H 0.5067 0.3008 -0.4865 0.046 Uiso 1 1 calc R U
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'
P P 0.1023 0.0942 '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
N1 Pd1 P1 87.62(6)
N1 Pd1 Cl2 173.84(5)
P1 Pd1 Cl2 87.18(4)
N1 Pd1 Cl1 92.59(6)
P1 Pd1 Cl1 174.29(2)
Cl2 Pd1 Cl1 92.92(4)
C21 P1 C11 108.94(10)
C21 P1 C14 109.74(10)
C11 P1 C14 95.05(11)
C21 P1 Pd1 100.13(8)
C11 P1 Pd1 125.98(8)
C14 P1 Pd1 116.76(8)
N2 N1 C2 108.55(18)
N2 N1 C1 107.96(18)
C2 N1 C1 110.30(19)
N2 N1 Pd1 110.26(13)
C2 N1 Pd1 110.33(15)
C1 N1 Pd1 109.39(15)
C24 N2 C21 109.8(2)
C24 N2 N1 127.17(19)
C21 N2 N1 123.03(18)
C12 C11 C111 130.6(2)
C12 C11 P1 107.19(17)
C111 C11 P1 122.21(17)
C11 C12 C121 125.5(2)
C11 C12 C13 115.2(2)
C121 C12 C13 119.3(2)
C14 C13 C12 115.37(19)
C14 C13 C131 124.2(2)
C12 C13 C131 120.4(2)
C13 C14 C141 130.2(2)
C13 C14 P1 107.19(17)
C141 C14 P1 122.60(17)
C22 C21 N2 106.69(19)
C22 C21 P1 136.24(19)
N2 C21 P1 117.03(16)
C21 C22 C23 107.9(2)
C24 C23 C22 108.2(2)
C23 C24 N2 107.5(2)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
Pd1 N1 2.1331(19)
Pd1 P1 2.1952(8)
Pd1 Cl2 2.2718(9)
Pd1 Cl1 2.3806(9)
P1 C21 1.779(2)
P1 C11 1.792(2)
P1 C14 1.799(2)
N1 N2 1.441(3)
N1 C2 1.492(3)
N1 C1 1.492(3)
N2 C24 1.365(3)
N2 C21 1.378(3)
C11 C12 1.351(3)
C11 C111 1.493(3)
C12 C121 1.491(3)
C12 C13 1.499(3)
C13 C14 1.342(3)
C13 C131 1.501(3)
C14 C141 1.491(3)
C21 C22 1.373(3)
C22 C23 1.398(3)
C23 C24 1.361(4)
