#------------------------------------------------------------------------------
#$Date: 2016-03-22 10:34:49 +0200 (Tue, 22 Mar 2016) $
#$Revision: 178876 $
#$URL: svn://www.crystallography.net/cod/cif/4/11/05/4110588.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_4110588
loop_
_publ_author_name
'Anupam Singh'
'Paul R. Sharp'
_publ_contact_author
;
   Paul R. Sharp
   Department of Chemistry
   University of Missouri
   Columbia, MO  65211
;
_publ_contact_author_email       SharpP@missouri.edu
_publ_contact_author_fax         573-882-2754
_publ_contact_author_phone       573-882-7715
_publ_section_title
;
 Pt and Pd 1,4-Shifts at the Edge of Dibenz[a,c]anthracene
;
_journal_name_full               'Journal of the American Chemical Society'
_journal_page_first              5998
_journal_page_last               5999
_journal_paper_doi               10.1021/ja060159x
_journal_volume                  128
_journal_year                    2006
_chemical_formula_moiety         'C34 H43 Br P2 Pd'
_chemical_formula_sum            'C34 H43 Br P2 Pd'
_chemical_formula_weight         699.93
_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
_cell_angle_alpha                90.00
_cell_angle_beta                 100.265(4)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   11.784(3)
_cell_length_b                   13.383(3)
_cell_length_c                   20.370(5)
_cell_measurement_reflns_used    4239
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      26.32
_cell_measurement_theta_min      2.32
_cell_volume                     3161.0(13)
_computing_cell_refinement       'SMART (Bruker, 1998)'
_computing_data_collection       'SMART (Bruker, 1998)'
_computing_data_reduction        'SAINT (Bruker, 1998)'
_computing_molecular_graphics
;
   L. J. Barbour, X-Seed - Graphical Interface to
   SHELX-97 and POV-Ray, 1999
   ORTEP (Johnson, 1976), ORTEP 3 for Windows (L. J. Farrugia, 1997)
;
_computing_publication_material  'CIFTAB (Sheldrick, 1997)'
_computing_structure_refinement
;
   SHELXL-97 (Sheldrick, 1997), L. J. Barbour, X-Seed - Graphical Interface to
   SHELX-97 and POV-Ray, 1999
;
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      173(2)
_diffrn_measured_fraction_theta_full 0.991
_diffrn_measured_fraction_theta_max 0.991
_diffrn_measurement_device_type  'Bruker P4'
_diffrn_measurement_method       'ω 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  0.1214
_diffrn_reflns_av_sigmaI/netI    0.1539
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_number            21176
_diffrn_reflns_theta_full        27.14
_diffrn_reflns_theta_max         27.14
_diffrn_reflns_theta_min         1.76
_exptl_absorpt_coefficient_mu    1.974
_exptl_absorpt_correction_T_max  0.9805
_exptl_absorpt_correction_T_min  0.4386
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
  Data were corrected for decay and absorption using the program SADABS
  (Sheldrick, G. M. (2003). SADABS. Version 2.10. University of
  Goettingen, Germany).
;
_exptl_crystal_colour            COLORLESS
_exptl_crystal_density_diffrn    1.471
_exptl_crystal_description       PLATE
_exptl_crystal_F_000             1432
_exptl_crystal_size_max          0.50
_exptl_crystal_size_mid          0.30
_exptl_crystal_size_min          0.01
_refine_diff_density_max         2.024
_refine_diff_density_min         -1.882
_refine_diff_density_rms         0.200
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.070
_refine_ls_hydrogen_treatment    riding
_refine_ls_matrix_type           full
_refine_ls_number_parameters     343
_refine_ls_number_reflns         6933
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.070
_refine_ls_R_factor_all          0.1608
_refine_ls_R_factor_gt           0.0888
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0907P)²+16.0186P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1928
_refine_ls_wR_factor_ref         0.2182
_reflns_number_gt                4004
_reflns_number_total             6933
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ja060159xsi20060113_043111_4.cif
_cod_data_source_block           trans-Bromo(2b)
_cod_original_cell_volume        3161.2(14)
_cod_original_sg_symbol_H-M      'P 1 21/c 1 '
_cod_database_code               4110588
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 0.29171(6) 0.60514(5) 0.17263(3) 0.0160(2) Uani 1 1 d .
Br1 Br 0.50578(10) 0.57427(9) 0.18027(7) 0.0442(4) Uani 1 1 d .
P1 P 0.2514(2) 0.45434(17) 0.11471(12) 0.0188(5) Uani 1 1 d .
P2 P 0.3263(2) 0.74662(18) 0.23897(13) 0.0237(6) Uani 1 1 d .
C1 C -0.2743(9) 0.7659(8) 0.0849(5) 0.033(3) Uani 1 1 d .
H1 H -0.3057 0.7222 0.1139 0.040 Uiso 1 1 calc R
C2 C -0.3462(10) 0.8332(9) 0.0476(6) 0.043(3) Uani 1 1 d .
H2 H -0.4260 0.8354 0.0500 0.052 Uiso 1 1 calc R
C3 C -0.2996(10) 0.8986(9) 0.0060(6) 0.044(3) Uani 1 1 d .
H3 H -0.3467 0.9487 -0.0182 0.053 Uiso 1 1 calc R
C4 C -0.1842(11) 0.8906(8) -0.0001(5) 0.040(3) Uani 1 1 d .
H4 H -0.1542 0.9346 -0.0293 0.049 Uiso 1 1 calc R
C5 C 0.0484(11) 0.8559(8) -0.0262(6) 0.039(3) Uani 1 1 d .
H5 H -0.0023 0.9006 -0.0533 0.047 Uiso 1 1 calc R
C6 C 0.1541(10) 0.8439(7) -0.0401(5) 0.033(3) Uani 1 1 d .
H6 H 0.1781 0.8808 -0.0751 0.040 Uiso 1 1 calc R
C7 C 0.2304(9) 0.7747(8) -0.0014(5) 0.031(2) Uani 1 1 d .
H7 H 0.3059 0.7639 -0.0103 0.037 Uiso 1 1 calc R
C8 C 0.1913(9) 0.7234(7) 0.0496(5) 0.029(2) Uani 1 1 d .
H8 H 0.2414 0.6763 0.0749 0.035 Uiso 1 1 calc R
C9 C 0.1186(8) 0.6277(6) 0.1692(5) 0.019(2) Uani 1 1 d .
C10 C 0.1470(9) 0.5252(6) 0.2732(5) 0.023(2) Uani 1 1 d .
H10 H 0.2273 0.5205 0.2730 0.028 Uiso 1 1 calc R
C11 C 0.1028(9) 0.4779(7) 0.3221(5) 0.025(2) Uani 1 1 d .
H11 H 0.1525 0.4405 0.3549 0.030 Uiso 1 1 calc R
C12 C -0.0147(10) 0.4834(7) 0.3246(5) 0.033(3) Uani 1 1 d .
H12 H -0.0439 0.4498 0.3592 0.040 Uiso 1 1 calc R
C13 C -0.0868(9) 0.5359(7) 0.2787(5) 0.027(2) Uani 1 1 d .
H13 H -0.1667 0.5389 0.2807 0.033 Uiso 1 1 calc R
C14 C -0.1170(9) 0.6438(7) 0.1781(5) 0.025(2) Uani 1 1 d .
H14 H -0.1966 0.6481 0.1806 0.030 Uiso 1 1 calc R
C15 C -0.0771(8) 0.6929(7) 0.1272(5) 0.023(2) Uani 1 1 d .
C16 C -0.1563(9) 0.7584(7) 0.0824(5) 0.025(2) Uani 1 1 d .
C17 C -0.1105(9) 0.8187(7) 0.0360(5) 0.026(2) Uani 1 1 d .
C18 C 0.0068(8) 0.8068(6) 0.0260(4) 0.017(2) Uani 1 1 d .
C19 C 0.0809(8) 0.7380(6) 0.0656(4) 0.021(2) Uani 1 1 d .
C20 C 0.0436(8) 0.6850(6) 0.1223(4) 0.0152(19) Uani 1 1 d .
C21 C 0.0763(8) 0.5818(6) 0.2222(4) 0.017(2) Uani 1 1 d .
C22 C -0.0437(8) 0.5873(6) 0.2267(4) 0.020(2) Uani 1 1 d .
C23 C 0.1113(8) 0.4341(7) 0.0607(5) 0.026(2) Uani 1 1 d .
H23A H 0.0935 0.4939 0.0321 0.031 Uiso 1 1 calc R
H23B H 0.1194 0.3771 0.0309 0.031 Uiso 1 1 calc R
C24 C 0.0071(9) 0.4133(7) 0.0943(5) 0.030(2) Uani 1 1 d .
H24A H -0.0619 0.4043 0.0600 0.045 Uiso 1 1 calc R
H24B H -0.0045 0.4698 0.1230 0.045 Uiso 1 1 calc R
H24C H 0.0211 0.3525 0.1213 0.045 Uiso 1 1 calc R
C25 C 0.2654(9) 0.3518(7) 0.1752(5) 0.029(2) Uani 1 1 d .
H25A H 0.3440 0.3546 0.2021 0.035 Uiso 1 1 calc R
H25B H 0.2106 0.3645 0.2060 0.035 Uiso 1 1 calc R
C26 C 0.2448(9) 0.2454(7) 0.1483(5) 0.033(3) Uani 1 1 d .
H26A H 0.2538 0.1982 0.1857 0.049 Uiso 1 1 calc R
H26B H 0.3008 0.2297 0.1196 0.049 Uiso 1 1 calc R
H26C H 0.1665 0.2402 0.1224 0.049 Uiso 1 1 calc R
C27 C 0.3484(8) 0.4224(7) 0.0584(5) 0.024(2) Uani 1 1 d .
H27A H 0.4284 0.4228 0.0837 0.029 Uiso 1 1 calc R
H27B H 0.3310 0.3536 0.0419 0.029 Uiso 1 1 calc R
C28 C 0.3420(11) 0.4920(9) -0.0014(6) 0.044(3) Uani 1 1 d .
H28A H 0.3968 0.4697 -0.0293 0.066 Uiso 1 1 calc R
H28B H 0.3613 0.5602 0.0142 0.066 Uiso 1 1 calc R
H28C H 0.2637 0.4908 -0.0276 0.066 Uiso 1 1 calc R
C29 C 0.4456(8) 0.7354(9) 0.3042(5) 0.040(3) Uani 1 1 d .
H29A H 0.5159 0.7260 0.2845 0.048 Uiso 1 1 calc R
H29B H 0.4547 0.7987 0.3296 0.048 Uiso 1 1 calc R
C30 C 0.4376(12) 0.6506(11) 0.3520(6) 0.066(4) Uani 1 1 d .
H30A H 0.5071 0.6495 0.3865 0.100 Uiso 1 1 calc R
H30B H 0.4308 0.5871 0.3276 0.100 Uiso 1 1 calc R
H30C H 0.3697 0.6601 0.3729 0.100 Uiso 1 1 calc R
C31 C 0.2138(9) 0.7916(7) 0.2834(5) 0.028(2) Uani 1 1 d .
H31A H 0.1490 0.8179 0.2503 0.034 Uiso 1 1 calc R
H31B H 0.1843 0.7341 0.3059 0.034 Uiso 1 1 calc R
C32 C 0.2520(10) 0.8726(7) 0.3353(6) 0.035(3) Uani 1 1 d .
H32A H 0.1869 0.8916 0.3566 0.052 Uiso 1 1 calc R
H32B H 0.2787 0.9311 0.3135 0.052 Uiso 1 1 calc R
H32C H 0.3150 0.8471 0.3691 0.052 Uiso 1 1 calc R
C33 C 0.3522(14) 0.8605(9) 0.1918(7) 0.064(4) Uani 1 1 d .
H33A H 0.2800 0.8777 0.1610 0.077 Uiso 1 1 calc R
H33B H 0.3703 0.9165 0.2237 0.077 Uiso 1 1 calc R
C34 C 0.4452(13) 0.8522(10) 0.1530(7) 0.066(4) Uani 1 1 d .
H34A H 0.4528 0.9155 0.1300 0.099 Uiso 1 1 calc R
H34B H 0.4272 0.7985 0.1201 0.099 Uiso 1 1 calc R
H34C H 0.5178 0.8370 0.1830 0.099 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'
P P 0.1023 0.0942 '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
C9 Pd1 P2 88.3(2)
C9 Pd1 P1 89.9(2)
P2 Pd1 P1 174.34(9)
C9 Pd1 Br1 178.2(3)
P2 Pd1 Br1 91.58(8)
P1 Pd1 Br1 90.04(7)
C27 P1 C25 105.0(5)
C27 P1 C23 100.8(4)
C25 P1 C23 104.9(5)
C27 P1 Pd1 115.4(3)
C25 P1 Pd1 108.7(3)
C23 P1 Pd1 120.6(3)
C29 P2 C31 101.9(5)
C29 P2 C33 106.2(7)
C31 P2 C33 100.7(5)
C29 P2 Pd1 113.8(4)
C31 P2 Pd1 119.2(3)
C33 P2 Pd1 113.4(4)
C2 C1 C16 123.0(11)
C1 C2 C3 118.5(11)
C4 C3 C2 120.1(10)
C3 C4 C17 121.8(11)
C6 C5 C18 124.4(10)
C5 C6 C7 118.7(9)
C8 C7 C6 118.2(10)
C7 C8 C19 123.2(9)
C20 C9 C21 119.5(8)
C20 C9 Pd1 127.1(7)
C21 C9 Pd1 113.3(6)
C11 C10 C21 122.0(9)
C10 C11 C12 120.9(9)
C13 C12 C11 120.6(9)
C12 C13 C22 120.2(10)
C15 C14 C22 122.3(9)
C14 C15 C20 119.1(8)
C14 C15 C16 119.1(9)
C20 C15 C16 121.6(8)
C1 C16 C17 118.7(9)
C1 C16 C15 122.8(9)
C17 C16 C15 118.5(9)
C4 C17 C16 117.5(10)
C4 C17 C18 121.2(10)
C16 C17 C18 121.2(9)
C5 C18 C19 118.1(9)
C5 C18 C17 121.7(9)
C19 C18 C17 120.0(8)
C8 C19 C18 117.3(8)
C8 C19 C20 121.7(8)
C18 C19 C20 121.0(8)
C9 C20 C15 120.0(8)
C9 C20 C19 123.4(8)
C15 C20 C19 116.6(8)
C9 C21 C10 123.3(8)
C9 C21 C22 121.0(8)
C10 C21 C22 115.7(8)
C14 C22 C13 121.5(9)
C14 C22 C21 118.0(8)
C13 C22 C21 120.5(9)
C24 C23 P1 117.7(7)
C26 C25 P1 117.8(8)
C28 C27 P1 114.6(7)
C30 C29 P2 114.7(9)
C32 C31 P2 115.1(7)
C34 C33 P2 115.2(10)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
Pd1 C9 2.051(9)
Pd1 P2 2.320(3)
Pd1 P1 2.343(2)
Pd1 Br1 2.5334(15)
P1 C27 1.809(9)
P1 C25 1.832(10)
P1 C23 1.834(10)
P2 C29 1.760(10)
P2 C31 1.836(10)
P2 C33 1.856(14)
C1 C2 1.371(14)
C1 C16 1.404(14)
C2 C3 1.398(17)
C3 C4 1.390(17)
C4 C17 1.411(14)
C5 C6 1.336(16)
C5 C18 1.410(14)
C6 C7 1.426(15)
C7 C8 1.390(13)
C8 C19 1.410(13)
C9 C20 1.407(12)
C9 C21 1.408(13)
C10 C11 1.359(13)
C10 C21 1.428(12)
C11 C12 1.396(14)
C12 C13 1.345(14)
C13 C22 1.430(13)
C14 C15 1.380(13)
C14 C22 1.411(13)
C15 C20 1.448(13)
C15 C16 1.472(13)
C16 C17 1.420(14)
C17 C18 1.443(14)
C18 C19 1.417(12)
C19 C20 1.487(12)
C21 C22 1.434(13)
C23 C24 1.534(14)
C25 C26 1.530(13)
C27 C28 1.524(14)
C29 C30 1.510(18)
C31 C32 1.524(13)
C33 C34 1.464(18)
