#------------------------------------------------------------------------------
#$Date: 2019-11-17 13:55:35 +0200 (Sun, 17 Nov 2019) $
#$Revision: 230313 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/05/70/7057055.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_7057055
loop_
_publ_author_name
'Chen, Chao'
'Zheng, Qing'
'Ni, Shengliang'
'Wang, Hangxiang'
_publ_section_title
;
 Facile one-pot nanocatalysts encapsulation of palladium--NHC complexes
 for aqueous Suzuki--Miyaura couplings
;
_journal_issue                   6
_journal_name_full               'New Journal of Chemistry'
_journal_page_first              4624
_journal_paper_doi               10.1039/C7NJ04836J
_journal_volume                  42
_journal_year                    2018
_chemical_formula_sum            'C19 H19 Cl F6 N5 P Pd'
_chemical_formula_weight         604.21
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_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
;
2017-10-18 deposited with the CCDC.
2018-02-22 downloaded from the CCDC.
;
_cell_angle_alpha                90.00
_cell_angle_beta                 97.867(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   10.8222(10)
_cell_length_b                   13.3189(12)
_cell_length_c                   16.9614(16)
_cell_measurement_reflns_used    4273
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      25.01
_cell_measurement_theta_min      3.26
_cell_volume                     2421.8(4)
_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  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      296(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'multiwire proportional'
_diffrn_measurement_method       'phi and omega scans'
_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  0.0261
_diffrn_reflns_av_sigmaI/netI    0.0299
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            12130
_diffrn_reflns_theta_full        25.01
_diffrn_reflns_theta_max         25.01
_diffrn_reflns_theta_min         1.90
_exptl_absorpt_coefficient_mu    1.005
_exptl_absorpt_correction_T_max  0.740
_exptl_absorpt_correction_T_min  0.710
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   sadabs
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.657
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1200
_exptl_crystal_size_max          0.35
_exptl_crystal_size_mid          0.33
_exptl_crystal_size_min          0.30
_refine_diff_density_max         0.645
_refine_diff_density_min         -0.783
_refine_diff_density_rms         0.192
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.084
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     300
_refine_ls_number_reflns         4270
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.084
_refine_ls_R_factor_all          0.0613
_refine_ls_R_factor_gt           0.0454
_refine_ls_shift/su_max          0.044
_refine_ls_shift/su_mean         0.001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0792P)²+1.4090P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1251
_refine_ls_wR_factor_ref         0.1386
_reflns_number_gt                3315
_reflns_number_total             4270
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c7nj04836j2.cif
_cod_data_source_block           1b
_cod_depositor_comments
'Adding full bibliography for 7057055--7057057.cif.'
_cod_original_sg_symbol_H-M      P2(1)/c
_cod_database_code               7057055
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 0.39928(3) 0.46037(3) 0.56720(2) 0.04711(17) Uani 1 1 d .
Cl1 Cl 0.22427(14) 0.47009(11) 0.47542(9) 0.0696(4) Uani 1 1 d .
C5 C 0.6032(5) 0.5446(4) 0.6734(3) 0.0582(13) Uani 1 1 d .
N1 N 0.5547(4) 0.4549(3) 0.6510(2) 0.0529(10) Uani 1 1 d .
N3 N 0.3846(4) 0.6945(3) 0.5586(3) 0.0620(11) Uani 1 1 d .
N4 N 0.3761(4) 0.3062(4) 0.5607(3) 0.0637(12) Uani 1 1 d .
N2 N 0.5340(4) 0.6243(3) 0.6358(2) 0.0582(10) Uani 1 1 d .
C9 C 0.2721(6) 0.7161(4) 0.5035(3) 0.0714(16) Uani 1 1 d .
H9A H 0.2470 0.6562 0.4729 0.086 Uiso 1 1 calc R
H9B H 0.2902 0.7680 0.4666 0.086 Uiso 1 1 calc R
C6 C 0.4307(5) 0.6048(4) 0.5823(3) 0.0525(12) Uani 1 1 d .
C7 C 0.5501(6) 0.7270(4) 0.6455(4) 0.0772(17) Uani 1 1 d .
H7 H 0.6132 0.7595 0.6786 0.093 Uiso 1 1 calc R
C1 C 0.6118(5) 0.3726(5) 0.6817(3) 0.0697(15) Uani 1 1 d .
H1 H 0.5794 0.3100 0.6659 0.084 Uiso 1 1 calc R
C15 C 0.1240(6) 0.6885(5) 0.6024(4) 0.0780(16) Uani 1 1 d .
H15 H 0.1619 0.6268 0.6146 0.094 Uiso 1 1 calc R
C4 C 0.7082(6) 0.5561(6) 0.7272(4) 0.0802(18) Uani 1 1 d .
H4 H 0.7393 0.6195 0.7418 0.096 Uiso 1 1 calc R
C10 C 0.1666(5) 0.7500(4) 0.5461(3) 0.0623(13) Uani 1 1 d .
C2 C 0.7182(7) 0.3783(6) 0.7366(4) 0.091(2) Uani 1 1 d .
H2 H 0.7569 0.3203 0.7583 0.109 Uiso 1 1 calc R
P1 P 0.33504(16) 0.54484(11) 0.82699(9) 0.0687(4) Uani 1 1 d .
C16 C 0.3504(5) 0.2253(5) 0.5553(3) 0.0613(13) Uani 1 1 d .
C17 C 0.3146(6) 0.1204(4) 0.5482(4) 0.0791(17) Uani 1 1 d .
H17A H 0.3823 0.0793 0.5723 0.119 Uiso 1 1 calc R
H17B H 0.2950 0.1031 0.4929 0.119 Uiso 1 1 calc R
H17C H 0.2428 0.1093 0.5746 0.119 Uiso 1 1 calc R
F1 F 0.4547(7) 0.4793(4) 0.8297(4) 0.163(2) Uani 1 1 d .
C11 C 0.1112(6) 0.8422(5) 0.5300(4) 0.0804(17) Uani 1 1 d .
H11 H 0.1396 0.8846 0.4927 0.096 Uiso 1 1 calc R
F3 F 0.2955(7) 0.5228(7) 0.7399(3) 0.213(4) Uani 1 1 d .
C14 C 0.0244(6) 0.7191(6) 0.6407(4) 0.091(2) Uani 1 1 d .
H14 H -0.0044 0.6776 0.6784 0.110 Uiso 1 1 calc R
C13 C -0.0306(6) 0.8095(6) 0.6231(4) 0.093(2) Uani 1 1 d .
H13 H -0.0983 0.8292 0.6477 0.111 Uiso 1 1 calc R
C3 C 0.7657(7) 0.4713(7) 0.7585(4) 0.096(2) Uani 1 1 d .
H3 H 0.8378 0.4764 0.7951 0.115 Uiso 1 1 calc R
C12 C 0.0135(7) 0.8716(6) 0.5692(5) 0.098(2) Uani 1 1 d .
H12 H -0.0228 0.9343 0.5587 0.117 Uiso 1 1 calc R
C8 C 0.4575(7) 0.7694(5) 0.5982(5) 0.0834(19) Uani 1 1 d .
H8 H 0.4436 0.8381 0.5923 0.100 Uiso 1 1 calc R
F2 F 0.4223(7) 0.6270(4) 0.8013(5) 0.195(3) Uani 1 1 d .
F4 F 0.3795(6) 0.5751(5) 0.9155(3) 0.170(2) Uani 1 1 d .
F5 F 0.2629(9) 0.4614(6) 0.8566(5) 0.243(5) Uani 1 1 d .
F6 F 0.2285(7) 0.6194(7) 0.8268(4) 0.220(4) Uani 1 1 d .
C18 C 0.0902(8) 0.3044(8) 0.6574(5) 0.121(3) Uani 1 1 d .
C19 C 0.0387(8) 0.3989(7) 0.6362(5) 0.122(3) Uani 1 1 d .
H19A H 0.1022 0.4494 0.6460 0.184 Uiso 1 1 calc R
H19B H -0.0270 0.4130 0.6673 0.184 Uiso 1 1 calc R
H19C H 0.0055 0.3988 0.5807 0.184 Uiso 1 1 calc R
N5 N 0.1374(12) 0.2331(9) 0.6768(7) 0.243(8) Uani 1 1 d .
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'
F F 0.0171 0.0103 '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'
Pd Pd -0.9988 1.0072 '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'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
C6 Pd1 N1 80.38(19)
C6 Pd1 N4 175.0(2)
N1 Pd1 N4 94.83(17)
C6 Pd1 Cl1 98.42(16)
N1 Pd1 Cl1 178.49(12)
N4 Pd1 Cl1 86.35(13)
N1 C5 C4 123.3(6)
N1 C5 N2 112.4(5)
C4 C5 N2 124.3(5)
C1 N1 C5 118.8(5)
C1 N1 Pd1 126.5(4)
C5 N1 Pd1 114.7(3)
C6 N3 C8 109.5(5)
C6 N3 C9 127.8(5)
C8 N3 C9 122.6(5)
C16 N4 Pd1 172.6(5)
C6 N2 C7 110.2(5)
C6 N2 C5 119.8(4)
C7 N2 C5 130.0(5)
N3 C9 C10 111.9(4)
N3 C6 N2 105.5(4)
N3 C6 Pd1 141.8(4)
N2 C6 Pd1 112.7(4)
C8 C7 N2 106.1(6)
N1 C1 C2 121.3(6)
C10 C15 C14 120.1(6)
C3 C4 C5 117.5(6)
C11 C10 C15 119.2(5)
C11 C10 C9 120.8(5)
C15 C10 C9 120.1(5)
C3 C2 C1 118.6(6)
F5 P1 F3 95.4(5)
F5 P1 F6 93.2(6)
F3 P1 F6 90.7(4)
F5 P1 F2 174.1(5)
F3 P1 F2 88.0(5)
F6 P1 F2 91.7(5)
F5 P1 F1 92.5(5)
F3 P1 F1 92.5(4)
F6 P1 F1 173.2(5)
F2 P1 F1 82.4(4)
F5 P1 F4 88.6(4)
F3 P1 F4 176.0(5)
F6 P1 F4 88.1(4)
F2 P1 F4 88.2(4)
F1 P1 F4 88.3(4)
N4 C16 C17 178.9(6)
C10 C11 C12 119.9(6)
C13 C14 C15 120.0(7)
C14 C13 C12 120.1(6)
C4 C3 C2 120.5(7)
C13 C12 C11 120.8(6)
C7 C8 N3 108.7(6)
N5 C18 C19 175.4(15)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
Pd1 C6 1.964(5)
Pd1 N1 2.049(4)
Pd1 N4 2.069(5)
Pd1 Cl1 2.2847(15)
C5 N1 1.339(6)
C5 C4 1.364(9)
C5 N2 1.402(7)
N1 C1 1.329(7)
N3 C6 1.336(7)
N3 C8 1.386(8)
N3 C9 1.459(8)
N4 C16 1.114(7)
N2 C6 1.364(7)
N2 C7 1.386(7)
C9 C10 1.503(7)
C7 C8 1.322(10)
C1 C2 1.380(9)
C15 C10 1.384(8)
C15 C14 1.394(8)
C4 C3 1.363(10)
C10 C11 1.377(7)
C2 C3 1.373(10)
P1 F5 1.485(5)
P1 F3 1.509(5)
P1 F6 1.521(6)
P1 F2 1.547(6)
P1 F1 1.557(6)
P1 F4 1.565(5)
C16 C17 1.450(8)
C11 C12 1.381(9)
C14 C13 1.358(10)
C13 C12 1.366(10)
C18 N5 1.107(11)
C18 C19 1.403(11)
