#------------------------------------------------------------------------------
#$Date: 2016-03-21 14:52:20 +0200 (Mon, 21 Mar 2016) $
#$Revision: 178727 $
#$URL: svn://www.crystallography.net/cod/cif/4/08/38/4083838.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_4083838
loop_
_publ_author_name
'Teng, Qiaoqiao'
'Upmann, Daniel'
'Ng Wijaya, Sheena Ai Zi'
'Huynh, Han Vinh'
_publ_section_title
;
 Bis(functionalized NHC) Palladium(II) Complexes via a Postmodification
 Approach
;
_journal_name_full               Organometallics
_journal_page_first              140630123629004
_journal_paper_doi               10.1021/om500274c
_journal_year                    2014
_chemical_formula_sum            'C34 H34 Br4 N4 Pd'
_chemical_formula_weight         924.69
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 96.087(3)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   10.5266(13)
_cell_length_b                   8.2026(10)
_cell_length_c                   19.370(2)
_cell_measurement_reflns_used    915
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      27.42
_cell_measurement_theta_min      2.31
_cell_volume                     1663.1(3)
_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      100(2)
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'CCD area detector'
_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  0.0280
_diffrn_reflns_av_sigmaI/netI    0.0320
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_number            11359
_diffrn_reflns_theta_full        27.49
_diffrn_reflns_theta_max         27.49
_diffrn_reflns_theta_min         2.11
_exptl_absorpt_coefficient_mu    5.394
_exptl_absorpt_correction_T_max  0.3345
_exptl_absorpt_correction_T_min  0.1734
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'Sadabs, (Sheldrick 2001)'
_exptl_crystal_colour            YELLOW
_exptl_crystal_density_diffrn    1.847
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       BLOCK
_exptl_crystal_F_000             904
_exptl_crystal_size_max          0.50
_exptl_crystal_size_mid          0.42
_exptl_crystal_size_min          0.26
_refine_diff_density_max         1.489
_refine_diff_density_min         -1.234
_refine_diff_density_rms         0.155
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.049
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     196
_refine_ls_number_reflns         3820
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.049
_refine_ls_R_factor_all          0.0469
_refine_ls_R_factor_gt           0.0393
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0677P)²+2.3702P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1072
_refine_ls_wR_factor_ref         0.1110
_reflns_number_gt                3264
_reflns_number_total             3820
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            om500274c_si_002.cif
_cod_data_source_block           a365
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to
/usr/data/users/saulius/crontab/automatic-downloads/rss-feeds/ACS/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 from
2011-04-26.

'_exptl_absorpt_correction_type' value 'Multi-scan'
changed to 'multi-scan' according to
/usr/data/users/saulius/crontab/automatic-downloads/rss-feeds/ACS/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 from 2011-04-26.

Automatic conversion script
Id: cif_fix_values 2281 2013-09-26 08:29:07Z andrius 

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 3008 2015-01-20 13:52:24Z robertas 
;
_cod_original_sg_symbol_H-M      P2(1)/n
_cod_database_code               4083838
loop_
_symmetry_equiv_pos_as_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
Pd1 Pd 1.0000 1.0000 1.0000 0.01844(12) Uani 1 2 d S
Br1 Br 1.04444(3) 0.77033(5) 0.92675(2) 0.02681(13) Uani 1 1 d .
Br2 Br 0.78012(5) 0.52901(7) 1.22250(2) 0.04451(16) Uani 1 1 d .
N1 N 0.7345(3) 0.9652(4) 0.92273(16) 0.0199(6) Uani 1 1 d .
N2 N 0.7418(3) 0.8665(4) 1.02672(15) 0.0215(6) Uani 1 1 d .
C1 C 0.8121(3) 0.9441(4) 0.98238(19) 0.0207(7) Uani 1 1 d .
C2 C 0.6140(3) 0.8974(4) 0.92840(18) 0.0200(7) Uani 1 1 d .
C3 C 0.5041(3) 0.8884(5) 0.88174(19) 0.0236(7) Uani 1 1 d .
H3 H 0.5002 0.9355 0.8368 0.028 Uiso 1 1 calc R
C4 C 0.4009(4) 0.8074(5) 0.9042(2) 0.0260(8) Uani 1 1 d .
H4 H 0.3241 0.7986 0.8740 0.031 Uiso 1 1 calc R
C5 C 0.4072(4) 0.7381(5) 0.9706(2) 0.0282(8) Uani 1 1 d .
H5 H 0.3349 0.6813 0.9838 0.034 Uiso 1 1 calc R
C6 C 0.5154(4) 0.7500(5) 1.0174(2) 0.0254(8) Uani 1 1 d .
H6 H 0.5188 0.7043 1.0627 0.030 Uiso 1 1 calc R
C7 C 0.6192(3) 0.8322(5) 0.99490(19) 0.0221(7) Uani 1 1 d .
C8 C 0.7742(4) 1.0369(5) 0.8591(2) 0.0243(8) Uani 1 1 d .
H8A H 0.7476 0.9636 0.8196 0.029 Uiso 1 1 calc R
H8B H 0.8685 1.0446 0.8636 0.029 Uiso 1 1 calc R
C9 C 0.7183(4) 1.2045(5) 0.84346(19) 0.0232(7) Uani 1 1 d .
C10 C 0.7611(4) 1.3377(5) 0.8838(2) 0.0303(9) Uani 1 1 d .
H10 H 0.8261 1.3237 0.9213 0.036 Uiso 1 1 calc R
C11 C 0.7085(5) 1.4935(5) 0.8692(2) 0.0360(10) Uani 1 1 d .
H11 H 0.7383 1.5847 0.8965 0.043 Uiso 1 1 calc R
C12 C 0.6153(5) 1.5125(6) 0.8162(3) 0.0407(12) Uani 1 1 d .
H12 H 0.5796 1.6175 0.8066 0.049 Uiso 1 1 calc R
C13 C 0.5711(4) 1.3815(6) 0.7757(2) 0.0357(10) Uani 1 1 d .
H13 H 0.5045 1.3960 0.7390 0.043 Uiso 1 1 calc R
C14 C 0.6247(4) 1.2284(5) 0.7889(2) 0.0282(8) Uani 1 1 d .
H14 H 0.5967 1.1390 0.7601 0.034 Uiso 1 1 calc R
C15 C 0.7895(4) 0.8169(5) 1.09693(19) 0.0233(7) Uani 1 1 d .
H15A H 0.7172 0.8069 1.1254 0.028 Uiso 1 1 calc R
H15B H 0.8486 0.9011 1.1183 0.028 Uiso 1 1 calc R
C16 C 0.8592(4) 0.6542(5) 1.0957(2) 0.0300(9) Uani 1 1 d .
H16A H 0.7990 0.5705 1.0750 0.036 Uiso 1 1 calc R
H16B H 0.9294 0.6643 1.0658 0.036 Uiso 1 1 calc R
C17 C 0.9142(4) 0.5981(6) 1.1676(2) 0.0338(9) Uani 1 1 d .
H17A H 0.9630 0.6885 1.1917 0.041 Uiso 1 1 calc R
H17B H 0.9739 0.5063 1.1631 0.041 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'
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
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
C1 Pd1 C1 180.000(1) 3_777 .
C1 Pd1 Br1 88.34(10) 3_777 3_777
C1 Pd1 Br1 91.66(10) . 3_777
C1 Pd1 Br1 91.66(10) 3_777 .
C1 Pd1 Br1 88.34(10) . .
Br1 Pd1 Br1 180.0 3_777 .
C1 N1 C2 110.6(3) . .
C1 N1 C8 124.7(3) . .
C2 N1 C8 124.5(3) . .
C1 N2 C7 110.9(3) . .
C1 N2 C15 124.5(3) . .
C7 N2 C15 124.5(3) . .
N2 C1 N1 106.3(3) . .
N2 C1 Pd1 126.2(3) . .
N1 C1 Pd1 127.3(3) . .
C7 C2 C3 121.9(3) . .
C7 C2 N1 106.2(3) . .
C3 C2 N1 131.9(3) . .
C4 C3 C2 116.6(3) . .
C3 C4 C5 121.5(4) . .
C6 C5 C4 121.9(4) . .
C5 C6 C7 116.6(4) . .
C2 C7 C6 121.4(3) . .
C2 C7 N2 105.9(3) . .
C6 C7 N2 132.6(4) . .
N1 C8 C9 113.2(3) . .
C14 C9 C10 118.8(4) . .
C14 C9 C8 120.9(4) . .
C10 C9 C8 120.4(4) . .
C9 C10 C11 120.2(4) . .
C12 C11 C10 119.6(4) . .
C11 C12 C13 121.0(4) . .
C12 C13 C14 119.5(4) . .
C9 C14 C13 120.9(4) . .
N2 C15 C16 110.4(3) . .
C17 C16 C15 112.9(3) . .
C16 C17 Br2 111.2(3) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Pd1 C1 2.024(4) 3_777
Pd1 C1 2.024(4) .
Pd1 Br1 2.4334(4) 3_777
Pd1 Br1 2.4334(4) .
Br2 C17 1.939(5) .
N1 C1 1.353(5) .
N1 C2 1.399(5) .
N1 C8 1.466(5) .
N2 C1 1.351(5) .
N2 C7 1.398(4) .
N2 C15 1.457(5) .
C2 C7 1.390(5) .
C2 C3 1.393(5) .
C3 C4 1.382(5) .
C4 C5 1.401(6) .
C5 C6 1.383(6) .
C6 C7 1.393(5) .
C8 C9 1.514(5) .
C9 C14 1.379(5) .
C9 C10 1.390(6) .
C10 C11 1.409(6) .
C11 C12 1.353(8) .
C12 C13 1.381(7) .
C13 C14 1.390(6) .
C15 C16 1.524(5) .
C16 C17 1.522(6) .
