#------------------------------------------------------------------------------
#$Date: 2016-02-16 22:30:59 +0200 (Tue, 16 Feb 2016) $
#$Revision: 176467 $
#$URL: svn://www.crystallography.net/cod/cif/4/07/19/4071936.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_4071936
loop_
_publ_author_name
'Bennett, Martin A.'
'Bhargava, Suresh K.'
'Keniry, Max A.'
'Privér, Steven H.'
'Simmonds, Peta M.'
'Wagler, Jörg'
'Willis, Anthony C.'
_publ_section_title
;
 A Triad of Bis(orthometalated) d8-Complexes Containing Four-Membered
 Rings
;
_journal_issue                   20
_journal_name_full               Organometallics
_journal_page_first              5361
_journal_paper_doi               10.1021/om8004806
_journal_volume                  27
_journal_year                    2008
_chemical_compound_source
;
?
;
_chemical_formula_moiety         ' C36 H20 F8 P2 Pd '
_chemical_formula_sum            'C36 H20 F8 P2 Pd'
_chemical_formula_weight         772.89
_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
_audit_creation_date             05-24-08
_audit_creation_method           CRYSTALS_ver_12-03-99
_audit_update_record
;
2005-08-24 - Report on C36 H20 F8 P2 Pd
              by   Anthony C. Willis
              for  Steven Priver and Martin Bennett

2005-08-25- passes checkcif tests with minor warnings
;
_cell_angle_alpha                90
_cell_angle_beta                 105.0546(10)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   9.9970(2)
_cell_length_b                   12.2158(2)
_cell_length_c                   12.7955(2)
_cell_measurement_reflns_used    21011
_cell_measurement_temperature    200
_cell_measurement_theta_max      27
_cell_measurement_theta_min      3
_cell_volume                     1508.97(5)
_computing_cell_refinement
;
  Denzo/Scalepack (Otwinowski & Minor, 1996)
;
_computing_data_collection
;
  COLLECT (Nonius BV, 1997)
;
_computing_data_reduction
;
  Denzo/Scalepack (Otwinowski & Minor, 1996)
;
_computing_molecular_graphics
;
ORTEP-II (Johnson 1976) in teXsan (MSC, 1992-1997)
;
_computing_publication_material
;
  CRYSTALS (Watkin et al 2003)
;
_computing_structure_refinement
;
  CRYSTALS (Watkin et al 2003)
;
_computing_structure_solution
;
  SIR92 (Altomare et al, 1994)
;
_diffrn_ambient_temperature      200
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type
;
Nonius Kappa CCD
;
_diffrn_measurement_method       ' φ and ω scans with CCD '
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.04
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            30564
_diffrn_reflns_theta_full        27.467
_diffrn_reflns_theta_max         27.5
_diffrn_reflns_theta_min         2.689
_diffrn_standards_decay_%        0.00
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.798
_exptl_absorpt_correction_T_max  0.902
_exptl_absorpt_correction_T_min  0.814
_exptl_absorpt_correction_type   integration
_exptl_absorpt_process_details
;
via Gaussian method (Coppens, 1970) implemented in maXus (2000)
;
_exptl_crystal_colour            ' colourless '
_exptl_crystal_density_diffrn    1.701
_exptl_crystal_density_meas      ?
_exptl_crystal_description       ' plate '
_exptl_crystal_F_000             768
_exptl_crystal_size_max          0.28
_exptl_crystal_size_mid          0.26
_exptl_crystal_size_min          0.14
_refine_diff_density_max         0.33
_refine_diff_density_min         -0.53
_refine_ls_extinction_method     None
_refine_ls_goodness_of_fit_ref   1.0688
_refine_ls_hydrogen_treatment    noref
_refine_ls_matrix_type           full
_refine_ls_number_parameters     214
_refine_ls_number_reflns         2740
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0275
_refine_ls_R_factor_gt           0.0212
_refine_ls_shift/su_max          0.000845
_refine_ls_structure_factor_coef F
_refine_ls_weighting_details
;
  Method, part 1, Chebychev polynomial, (Watkin, 1994, Prince, 1982)
  [weight] = 1.0/[A₀*T₀(x)+A₁*T₁(x) ... +Aₙ₋₁]*Tₙ₋₁(x)]
  where Ai are the Chebychev coefficients listed below and x= Fcalc/Fmax
  Method = Robust Weighting (Prince, 1982)
  W = [weight] * [1-(deltaF/6*sigmaF)²]²
  Ai are:
  0.467 0.100 0.221
;
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_all         0.0290
_refine_ls_wR_factor_gt          0.0244
_refine_ls_wR_factor_ref         0.0244
_reflns_limit_h_max              12
_reflns_limit_h_min              -12
_reflns_limit_k_max              15
_reflns_limit_k_min              0
_reflns_limit_l_max              16
_reflns_limit_l_min              0
_reflns_number_gt                2740
_reflns_number_total             3449
_reflns_threshold_expression     I>3u(I)
_cod_data_source_file            om8004806_si_001.cif
_cod_data_source_block           ben0502
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to /home/saulius/struct/CIF-dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana 

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      'P 1 21/c 1 '
_cod_original_formula_sum        ' C36 H20 F8 P2 Pd '
_cod_database_code               4071936
loop_
_symmetry_equiv_pos_as_xyz
x,y,z
-x,-y,-z
-x,y+1/2,-z+1/2
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_occupancy
_atom_site_adp_type
_atom_site_refinement_flags_posn
Pd1 Pd 0.5000 0.5000 0.5000 0.0212 1.0000 Uani S
P1 P 0.58459(4) 0.57473(3) 0.66995(3) 0.0222 1.0000 Uani .
F13 F 0.12983(11) 0.55448(11) 0.41630(9) 0.0428 1.0000 Uani .
F14 F -0.00997(12) 0.65378(12) 0.54304(11) 0.0491 1.0000 Uani .
F15 F 0.11662(14) 0.72022(12) 0.74423(10) 0.0494 1.0000 Uani .
F16 F 0.39692(13) 0.69914(11) 0.82167(9) 0.0432 1.0000 Uani .
C11 C 0.40570(17) 0.60754(14) 0.65890(13) 0.0256 1.0000 Uani .
C12 C 0.34143(17) 0.56893(14) 0.55417(13) 0.0252 1.0000 Uani .
C13 C 0.20113(18) 0.58551(14) 0.51687(14) 0.0293 1.0000 Uani .
C14 C 0.12682(18) 0.63586(15) 0.58117(16) 0.0328 1.0000 Uani .
C15 C 0.1920(2) 0.67150(16) 0.68389(16) 0.0342 1.0000 Uani .
C16 C 0.33339(19) 0.65954(15) 0.72289(14) 0.0302 1.0000 Uani .
C21 C 0.65641(17) 0.49940(14) 0.79379(12) 0.0242 1.0000 Uani .
C22 C 0.57076(19) 0.45567(16) 0.85379(14) 0.0317 1.0000 Uani .
C23 C 0.6278(2) 0.39621(16) 0.94698(15) 0.0360 1.0000 Uani .
C24 C 0.7689(2) 0.37913(15) 0.98096(14) 0.0337 1.0000 Uani .
C25 C 0.8544(2) 0.42077(16) 0.92065(15) 0.0350 1.0000 Uani .
C26 C 0.79900(19) 0.48077(15) 0.82750(15) 0.0318 1.0000 Uani .
C31 C 0.68248(17) 0.70075(13) 0.68037(13) 0.0242 1.0000 Uani .
C32 C 0.70067(19) 0.74661(15) 0.58533(14) 0.0296 1.0000 Uani .
C33 C 0.7670(2) 0.84676(16) 0.58805(16) 0.0360 1.0000 Uani .
C34 C 0.81812(19) 0.90026(15) 0.68549(17) 0.0349 1.0000 Uani .
C35 C 0.8024(2) 0.85489(16) 0.78062(16) 0.0378 1.0000 Uani .
C36 C 0.7340(2) 0.75518(16) 0.77823(14) 0.0340 1.0000 Uani .
H221 H 0.46832(19) 0.46723(16) 0.82955(14) 0.0376 1.0000 Uiso R
H231 H 0.5661(2) 0.36544(16) 0.98997(15) 0.0430 1.0000 Uiso R
H241 H 0.8094(2) 0.33691(15) 1.04875(14) 0.0387 1.0000 Uiso R
H251 H 0.9565(2) 0.40740(16) 0.94454(15) 0.0404 1.0000 Uiso R
H261 H 0.86112(19) 0.51070(15) 0.78447(15) 0.0380 1.0000 Uiso R
H321 H 0.66588(19) 0.70725(15) 0.51497(14) 0.0359 1.0000 Uiso R
H331 H 0.7778(2) 0.88031(16) 0.51942(16) 0.0447 1.0000 Uiso R
H341 H 0.86668(19) 0.97206(15) 0.68719(17) 0.0419 1.0000 Uiso R
H351 H 0.8401(2) 0.89358(16) 0.85100(16) 0.0437 1.0000 Uiso R
H361 H 0.7218(2) 0.72263(16) 0.84689(14) 0.0401 1.0000 Uiso R
loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_Cromer_Mann_a1
_atom_type_scat_Cromer_Mann_b1
_atom_type_scat_Cromer_Mann_a2
_atom_type_scat_Cromer_Mann_b2
_atom_type_scat_Cromer_Mann_a3
_atom_type_scat_Cromer_Mann_b3
_atom_type_scat_Cromer_Mann_a4
_atom_type_scat_Cromer_Mann_b4
_atom_type_scat_Cromer_Mann_c
_atom_type_scat_source
'C   ' 0.0033 0.0016 2.3100 20.8439 1.0200 10.2075 1.5886 0.5687 0.8650 51.6512
0.2156 International_Tables_Vol_IV_Table_2.2B
'H   ' 0.0000 0.0000 0.4930 10.5109 0.3229 26.1257 0.1402 3.1424 0.0408 57.7998
0.0030 International_Tables_Vol_IV_Table_2.2B
'F   ' 0.0171 0.0103 3.5392 10.2825 2.6412 4.2944 1.5170 0.2615 1.0243 26.1476
0.2776 International_Tables_Vol_IV_Table_2.2B
'P   ' 0.1023 0.0942 6.4345 1.9067 4.1791 27.1570 1.7800 0.5260 1.4908 68.1645
1.1149 International_Tables_Vol_IV_Table_2.2B
'Pd  ' -0.9988 1.0072 19.3319 0.6987 15.5017 7.9893 5.2954 25.2052 0.6058
76.8986 5.2659 International_Tables_Vol_IV_Table_2.2B
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
1 0 0 0.070
-1 0 0 0.070
0 1 1 0.120
0 -1 -1 0.140
0 -1 1 0.140
0 1 -1 0.140
loop_
_geom_angle_atom_site_label_1
_geom_angle_site_symmetry_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_publ_flag
P1 2_666 Pd1 P1 180.0 yes
P1 2_666 Pd1 C11 139.88(4) yes
C12 2_666 Pd1 C12 180.0 yes
P1 2_666 Pd1 C12 110.61(5) yes
P1 . Pd1 C12 69.39(5) yes
Pd1 . P1 C21 126.05(5) yes
C11 . P1 C21 109.96(7) yes
Pd1 . P1 C31 117.69(5) yes
C11 . P1 C31 108.85(8) yes
C21 . P1 C31 106.48(7) yes
P1 . C11 Pd1 55.58(5) yes
P1 . C11 C12 101.43(12) yes
P1 . C11 C16 135.89(14) yes
C12 . C11 C16 122.61(16) yes
C11 . C12 Pd1 104.80(11) yes
C11 . C12 C13 116.96(15) yes
Pd1 . C12 C13 138.24(13) yes
F13 . C13 C12 121.81(16) yes
F13 . C13 C14 117.21(15) yes
C12 . C13 C14 120.98(16) yes
C13 . C14 F14 120.50(17) yes
C13 . C14 C15 120.85(16) yes
F14 . C14 C15 118.62(17) yes
F15 . C15 C14 119.32(17) yes
F15 . C15 C16 120.79(18) yes
C14 . C15 C16 119.86(16) yes
F16 . C16 C11 121.98(16) yes
F16 . C16 C15 119.34(16) yes
C11 . C16 C15 118.68(16) yes
P1 . C21 C22 121.00(13) yes
P1 . C21 C26 119.59(13) yes
C22 . C21 C26 119.36(15) yes
C21 . C22 C23 119.96(17) yes
C21 . C22 H221 120.018 no
C23 . C22 H221 120.019 no
C22 . C23 C24 120.59(18) yes
C22 . C23 H231 119.702 no
C24 . C23 H231 119.705 no
C23 . C24 C25 119.73(16) yes
C23 . C24 H241 120.135 no
C25 . C24 H241 120.136 no
C24 . C25 C26 120.39(17) yes
C24 . C25 H251 119.806 no
C26 . C25 H251 119.808 no
C21 . C26 C25 119.95(17) yes
C21 . C26 H261 120.025 no
C25 . C26 H261 120.025 no
P1 . C31 C32 117.92(12) yes
P1 . C31 C36 122.58(13) yes
C32 . C31 C36 119.43(16) yes
C31 . C32 C33 120.16(16) yes
C31 . C32 H321 119.919 no
C33 . C32 H321 119.918 no
C32 . C33 C34 120.12(17) yes
C32 . C33 H331 119.942 no
C34 . C33 H331 119.942 no
C33 . C34 C35 120.28(17) yes
C33 . C34 H341 119.861 no
C35 . C34 H341 119.862 no
C34 . C35 C36 119.89(17) yes
C34 . C35 H351 120.054 no
C36 . C35 H351 120.054 no
C35 . C36 C31 120.11(17) yes
C35 . C36 H361 119.947 no
C31 . C36 H361 119.947 no
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
Pd1 P1 2.3069(4) yes
Pd1 C12 2.0672(16) yes
P1 C11 1.8021(17) yes
P1 C21 1.8117(16) yes
P1 C31 1.8104(17) yes
F13 C13 1.353(2) yes
F14 C14 1.345(2) yes
F15 C15 1.349(2) yes
F16 C16 1.348(2) yes
C11 C12 1.409(2) yes
C11 C16 1.380(2) yes
C12 C13 1.374(2) yes
C13 C14 1.387(3) yes
C14 C15 1.377(3) yes
C15 C16 1.379(3) yes
C21 C22 1.396(2) yes
C21 C26 1.397(2) yes
C22 C23 1.386(3) yes
C22 H221 1.000 no
C23 C24 1.379(3) yes
C23 H231 1.000 no
C24 C25 1.388(3) yes
C24 H241 1.000 no
C25 C26 1.386(3) yes
C25 H251 1.000 no
C26 H261 1.000 no
C31 C32 1.393(2) yes
C31 C36 1.393(2) yes
C32 C33 1.387(2) yes
C32 H321 1.000 no
C33 C34 1.383(3) yes
C33 H331 1.000 no
C34 C35 1.383(3) yes
C34 H341 1.000 no
C35 C36 1.393(3) yes
C35 H351 1.000 no
C36 H361 1.000 no
loop_
_geom_contact_atom_site_label_1
_geom_contact_atom_site_label_2
_geom_contact_distance
_geom_contact_site_symmetry_2
_geom_contact_publ_flag
F13 F14 2.916(2) 2_566 no
F13 C35 3.464(2) 4_464 no
F13 C14 3.469(2) 2_566 no
F13 F15 3.506(2) 4_564 no
F14 C32 3.280(2) 1_455 no
F14 C33 3.395(2) 1_455 no
F14 C35 3.396(2) 4_464 no
F14 C13 3.467(2) 2_566 no
F14 C25 3.591(2) 3_656 no
F15 C25 3.295(2) 3_656 no
F15 C26 3.477(2) 3_656 no
F16 C23 3.250(2) 2_667 no
F16 C24 3.495(2) 2_667 no
C13 C24 3.599(2) 3_656 no
C14 C24 3.314(3) 3_656 no
C14 C25 3.486(3) 3_656 no
C15 C25 3.310(3) 3_656 no
C15 C24 3.386(3) 3_656 no
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_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion
_geom_torsion_publ_flag
Pd1 P1 C11 C12 . . -2.1(1) no
Pd1 P1 C11 C16 . . -179.2(2) no
Pd1 P1 C21 C22 . . -84.8(2) no
Pd1 P1 C21 C26 . . 92.5(1) no
Pd1 P1 C31 C32 . . 0.6(2) no
Pd1 P1 C31 C36 . . 177.6(1) no
Pd1 C12 C11 P1 . . 2.5(1) no
Pd1 C12 C11 C16 . . -180.0(1) no
Pd1 C12 C13 F13 . . -1.6(3) no
Pd1 C12 C13 C14 . . 178.8(2) no
P1 Pd1 C12 C11 . . -2.0(1) no
P1 Pd1 C12 C13 . . 177.7(2) no
P1 Pd1 C12 C11 2_666 2_666 -178.0(1) no
P1 Pd1 C12 C13 2_666 2_666 2.3(2) no
P1 C11 C12 C13 . . -177.4(1) no
P1 C11 C16 F16 . . -1.3(3) no
P1 C11 C16 C15 . . 178.4(2) no
P1 C21 C22 C23 . . 178.5(1) no
P1 C21 C26 C25 . . -178.3(1) no
P1 C31 C32 C33 . . 175.8(1) no
P1 C31 C36 C35 . . -176.6(1) no
F13 C13 C12 C11 . . 178.1(2) no
F13 C13 C14 F14 . . -0.9(3) no
F13 C13 C14 C15 . . -178.9(2) no
F14 C14 C13 C12 . . 178.6(2) no
F14 C14 C15 F15 . . 1.9(3) no
F14 C14 C15 C16 . . -176.5(2) no
F15 C15 C14 C13 . . 179.9(2) no
F15 C15 C16 F16 . . -1.4(3) no
F15 C15 C16 C11 . . 178.9(2) no
F16 C16 C11 C12 . . -177.9(2) no
F16 C16 C15 C14 . . 177.0(2) no
C11 P1 Pd1 C12 . . 1.53(8) no
C11 P1 Pd1 C12 . 2_666 -178.47(8) no
C11 P1 C21 C22 . . 12.9(2) no
C11 P1 C21 C26 . . -169.8(1) no
C11 P1 C31 C32 . . -92.9(2) no
C11 P1 C31 C36 . . 84.1(2) no
C11 C12 C13 C14 . . -1.4(3) no
C11 C16 C15 C14 . . -2.7(3) no
C12 Pd1 P1 C21 . . 112.12(9) no
C12 Pd1 P1 C31 . . -106.79(8) no
C12 Pd1 P1 C21 2_666 2_666 67.88(9) no
C12 Pd1 P1 C31 2_666 2_666 -73.21(8) no
C12 C11 P1 C21 . . -128.5(1) no
C12 C11 P1 C31 . . 115.2(1) no
C12 C11 C16 C15 . . 1.8(3) no
C12 C13 C14 C15 . . 0.6(3) no
C13 C12 C11 C16 . . 0.2(3) no
C13 C14 C15 C16 . . 1.5(3) no
C16 C11 P1 C21 . . 54.4(2) no
C16 C11 P1 C31 . . -61.9(2) no
C21 P1 C31 C32 . . 148.6(1) no
C21 P1 C31 C36 . . -34.4(2) no
C21 C22 C23 C24 . . -0.4(3) no
C21 C26 C25 C24 . . -0.1(3) no
C22 C21 P1 C31 . . 130.7(1) no
C22 C21 C26 C25 . . -1.0(3) no
C22 C23 C24 C25 . . -0.7(3) no
C23 C22 C21 C26 . . 1.2(3) no
C23 C24 C25 C26 . . 1.0(3) no
C26 C21 P1 C31 . . -52.0(2) no
C31 C32 C33 C34 . . 1.5(3) no
C31 C36 C35 C34 . . 0.5(3) no
C32 C31 C36 C35 . . 0.3(3) no
C32 C33 C34 C35 . . -0.6(3) no
C33 C32 C31 C36 . . -1.3(3) no
C33 C34 C35 C36 . . -0.4(3) no
