#------------------------------------------------------------------------------
#$Date: 2016-03-23 00:01:45 +0200 (Wed, 23 Mar 2016) $
#$Revision: 179089 $
#$URL: svn://www.crystallography.net/cod/cif/4/30/51/4305129.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_4305129
loop_
_publ_author_name
'Matthew Asay'
'Bruno Donnadieu'
'Antoine Baceiredo'
'Michele Soleilhavoup'
'Guy Bertrand'
_publ_contact_author             'Prof G. Bertrand'
_publ_contact_author_address
;
University of California
UCR-CNRS Joint Research Lab
(UMR 2282) 
Department of Chemistry
Riverside, CA 92521 USA 
;
_publ_contact_author_email       ' guy.bertrand@ucr.edu '
_publ_section_title
;
Cyclic (Amino)[bis(ylide)]carbene as an Anionic Bidentate Ligand for
Transition-Metal Complexes
;
_journal_name_full               'Inorganic Chemistry'
_journal_page_first              3949
_journal_page_last               3951
_journal_paper_doi               10.1021/ic800459p
_journal_volume                  47
_journal_year                    2008
_chemical_formula_moiety         'C32 H36 N P Pd'
_chemical_formula_sum            'C32 H36 N P Pd'
_chemical_formula_weight         571.99
_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                 116.0060(10)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   15.8239(9)
_cell_length_b                   10.6847(6)
_cell_length_c                   17.6997(9)
_cell_measurement_reflns_used    9388
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      39.22
_cell_measurement_theta_min      2.39
_cell_volume                     2689.6(3)
_computing_cell_refinement       'Bruker SMART'
_computing_data_collection       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    ORTEP3
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    SIR92
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_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  0.0235
_diffrn_reflns_av_sigmaI/netI    0.0153
_diffrn_reflns_limit_h_max       22
_diffrn_reflns_limit_h_min       -22
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_number            44442
_diffrn_reflns_theta_full        30.50
_diffrn_reflns_theta_max         30.50
_diffrn_reflns_theta_min         1.44
_exptl_absorpt_coefficient_mu    0.770
_exptl_absorpt_correction_T_max  0.7797
_exptl_absorpt_correction_T_min  0.7379
_exptl_absorpt_correction_type   refdelf
_exptl_absorpt_process_details   'SADABS, version 2004/1, Bruker (2004)'
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.413
_exptl_crystal_density_meas      0
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       'prism frag'
_exptl_crystal_F_000             1184
_exptl_crystal_size_max          0.42
_exptl_crystal_size_mid          0.36
_exptl_crystal_size_min          0.34
_refine_diff_density_max         0.674
_refine_diff_density_min         -0.847
_refine_diff_density_rms         0.076
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.044
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     345
_refine_ls_number_reflns         8211
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.044
_refine_ls_R_factor_all          0.0269
_refine_ls_R_factor_gt           0.0235
_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)+(0.0351P)²+2.2458P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0656
_refine_ls_wR_factor_ref         0.0695
_reflns_number_gt                7548
_reflns_number_total             8211
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ic800459p-file005_2.cif
_cod_data_source_block           6
_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_enum 1527 2010-12-29 10:47:43Z saulius 
;
_cod_database_code               4305129
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
_atom_site_disorder_assembly
_atom_site_disorder_group
Pd1 Pd 0.933963(7) 0.213249(9) 0.175212(6) 0.01623(4) Uani 1 1 d . . .
P1 P 1.08674(2) 0.08647(3) 0.33617(2) 0.01598(7) Uani 1 1 d . . .
N1 N 0.88614(8) -0.07512(11) 0.15258(7) 0.0161(2) Uani 1 1 d . . .
C1 C 0.93964(9) 0.02585(12) 0.19583(8) 0.0158(2) Uani 1 1 d . A .
C2 C 1.01026(9) -0.02577(13) 0.26909(8) 0.0168(2) Uani 1 1 d . A .
C3 C 0.99821(10) -0.15841(13) 0.26973(9) 0.0200(2) Uani 1 1 d . . .
H3 H 1.0363 -0.2157 0.3120 0.024 Uiso 1 1 calc R A .
C4 C 0.92037(10) -0.18553(13) 0.19685(9) 0.0193(2) Uani 1 1 d . A .
H4 H 0.8941 -0.2664 0.1795 0.023 Uiso 1 1 calc R . .
C5 C 1.02631(11) 0.22892(14) 0.30545(10) 0.0220(3) Uani 1 1 d . A .
C6A C 0.9312(2) 0.4079(3) 0.1362(2) 0.0252(5) Uani 0.76 1 d P A 1
H6A1 H 0.9888 0.3725 0.1419 0.030 Uiso 0.76 1 calc PR A 1
H6A2 H 0.9315 0.4841 0.1639 0.030 Uiso 0.76 1 calc PR A 1
C7A C 0.84618(15) 0.3479(2) 0.08695(13) 0.0245(4) Uani 0.76 1 d P A 1
H7A H 0.7894 0.3850 0.0821 0.029 Uiso 0.76 1 calc PR A 1
C6B C 0.8958(6) 0.4046(10) 0.1279(7) 0.028(2) Uani 0.24 1 d P A 2
H6B1 H 0.8625 0.3815 0.1593 0.034 Uiso 0.24 1 calc PR A 2
H6B2 H 0.9329 0.4784 0.1420 0.034 Uiso 0.24 1 calc PR A 2
C7B C 0.8903(5) 0.3334(6) 0.0643(4) 0.0246(13) Uani 0.24 1 d P A 2
H7B H 0.9239 0.3575 0.0335 0.030 Uiso 0.24 1 calc PR A 2
C8 C 0.84092(13) 0.23310(16) 0.04354(10) 0.0269(3) Uani 1 1 d . A .
H8A H 0.8968 0.1944 0.0475 0.032 Uiso 1 1 calc R B 1
H8B H 0.7816 0.1955 0.0107 0.032 Uiso 1 1 calc R B 1
C9 C 0.80089(9) -0.06774(12) 0.07603(8) 0.0164(2) Uani 1 1 d . A .
C10 C 0.71895(10) -0.02678(13) 0.07992(9) 0.0187(2) Uani 1 1 d . . .
C11 C 0.63703(10) -0.01784(15) 0.00440(10) 0.0236(3) Uani 1 1 d . A .
H11 H 0.5806 0.0111 0.0051 0.028 Uiso 1 1 calc R . .
C12 C 0.63678(11) -0.05047(16) -0.07133(9) 0.0255(3) Uani 1 1 d . . .
H12 H 0.5805 -0.0440 -0.1220 0.031 Uiso 1 1 calc R A .
C13 C 0.71873(11) -0.09268(15) -0.07332(9) 0.0227(3) Uani 1 1 d . A .
H13 H 0.7177 -0.1161 -0.1255 0.027 Uiso 1 1 calc R . .
C14 C 0.80281(10) -0.10124(13) 0.00019(8) 0.0180(2) Uani 1 1 d . . .
C15 C 0.71619(11) 0.00370(14) 0.16252(9) 0.0219(3) Uani 1 1 d . A .
H15 H 0.7816 -0.0039 0.2084 0.026 Uiso 1 1 calc R . .
C16 C 0.65432(15) -0.08954(18) 0.18070(12) 0.0349(4) Uani 1 1 d . . .
H16A H 0.5894 -0.0827 0.1371 0.052 Uiso 1 1 calc R A .
H16B H 0.6563 -0.0711 0.2357 0.052 Uiso 1 1 calc R . .
H16C H 0.6775 -0.1747 0.1810 0.052 Uiso 1 1 calc R . .
C17 C 0.68271(15) 0.13671(17) 0.16377(12) 0.0345(4) Uani 1 1 d . . .
H17A H 0.7240 0.1957 0.1535 0.052 Uiso 1 1 calc R A .
H17B H 0.6843 0.1540 0.2188 0.052 Uiso 1 1 calc R . .
H17C H 0.6182 0.1462 0.1198 0.052 Uiso 1 1 calc R . .
C18 C 0.89243(10) -0.14475(14) -0.00312(9) 0.0211(3) Uani 1 1 d . A .
H18 H 0.9467 -0.1167 0.0498 0.025 Uiso 1 1 calc R . .
C19 C 0.89605(13) -0.28812(16) -0.00674(13) 0.0315(4) Uani 1 1 d . . .
H19A H 0.8882 -0.3240 0.0407 0.047 Uiso 1 1 calc R A .
H19B H 0.9569 -0.3140 -0.0037 0.047 Uiso 1 1 calc R . .
H19C H 0.8454 -0.3178 -0.0596 0.047 Uiso 1 1 calc R . .
C20 C 0.90383(13) -0.08699(19) -0.07726(11) 0.0325(4) Uani 1 1 d . . .
H20A H 0.8562 -0.1217 -0.1300 0.049 Uiso 1 1 calc R A .
H20B H 0.9666 -0.1063 -0.0722 0.049 Uiso 1 1 calc R . .
H20C H 0.8960 0.0040 -0.0770 0.049 Uiso 1 1 calc R . .
C21 C 1.11812(9) 0.03772(13) 0.44330(8) 0.0176(2) Uani 1 1 d . A .
C22 C 1.09341(11) 0.10970(14) 0.49619(9) 0.0211(3) Uani 1 1 d . . .
H22 H 1.0660 0.1900 0.4785 0.025 Uiso 1 1 calc R A .
C23 C 1.10884(11) 0.06422(15) 0.57500(9) 0.0243(3) Uani 1 1 d . A .
H23 H 1.0917 0.1134 0.6108 0.029 Uiso 1 1 calc R . .
C24 C 1.14907(11) -0.05249(15) 0.60113(9) 0.0243(3) Uani 1 1 d . . .
H24 H 1.1583 -0.0840 0.6544 0.029 Uiso 1 1 calc R A .
C25 C 1.17601(11) -0.12378(15) 0.54958(9) 0.0245(3) Uani 1 1 d . A .
H25 H 1.2047 -0.2032 0.5680 0.029 Uiso 1 1 calc R . .
C26 C 1.16089(10) -0.07854(14) 0.47105(9) 0.0217(3) Uani 1 1 d . . .
H26 H 1.1797 -0.1270 0.4360 0.026 Uiso 1 1 calc R A .
C27 C 1.19505(10) 0.09340(13) 0.32499(8) 0.0179(2) Uani 1 1 d . A .
C28 C 1.24668(12) 0.20440(14) 0.34083(9) 0.0231(3) Uani 1 1 d . . .
H28 H 1.2246 0.2777 0.3569 0.028 Uiso 1 1 calc R A .
C29 C 1.33056(12) 0.20758(16) 0.33305(10) 0.0273(3) Uani 1 1 d . A .
H29 H 1.3652 0.2834 0.3432 0.033 Uiso 1 1 calc R . .
C30 C 1.36344(11) 0.10098(17) 0.31063(10) 0.0272(3) Uani 1 1 d . . .
H30 H 1.4208 0.1036 0.3057 0.033 Uiso 1 1 calc R A .
C31 C 1.31307(12) -0.00964(16) 0.29527(10) 0.0268(3) Uani 1 1 d . A .
H31 H 1.3361 -0.0830 0.2802 0.032 Uiso 1 1 calc R . .
C32 C 1.22863(11) -0.01333(14) 0.30193(10) 0.0231(3) Uani 1 1 d . . .
H32 H 1.1937 -0.0891 0.2907 0.028 Uiso 1 1 calc R A .
H5A H 1.0676(16) 0.304(2) 0.3225(14) 0.040(5) Uiso 1 1 d . . .
H5B H 0.9834(18) 0.233(2) 0.3271(16) 0.040(5) Uiso 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'
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'
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
_geom_angle_publ_flag
C1 Pd1 C5 85.85(5) . . ?
C1 Pd1 C7A 139.58(7) . . ?
C5 Pd1 C7A 131.22(7) . . ?
C1 Pd1 C8 104.31(6) . . ?
C5 Pd1 C8 169.83(6) . . ?
C7A Pd1 C8 39.02(8) . . ?
C1 Pd1 C6A 171.25(10) . . ?
C5 Pd1 C6A 100.17(10) . . ?
C7A Pd1 C6A 37.75(9) . . ?
C8 Pd1 C6A 69.81(10) . . ?
C1 Pd1 C7B 135.4(2) . . ?
C5 Pd1 C7B 136.3(2) . . ?
C7A Pd1 C7B 25.58(17) . . ?
C8 Pd1 C7B 34.3(2) . . ?
C6A Pd1 C7B 37.2(2) . . ?
C1 Pd1 C6B 166.4(3) . . ?
C5 Pd1 C6B 106.5(3) . . ?
C7A Pd1 C6B 26.8(3) . . ?
C8 Pd1 C6B 63.3(3) . . ?
C6A Pd1 C6B 13.5(2) . . ?
C7B Pd1 C6B 35.3(4) . . ?
C2 P1 C5 105.32(7) . . ?
C2 P1 C27 111.13(6) . . ?
C5 P1 C27 110.15(7) . . ?
C2 P1 C21 107.70(6) . . ?
C5 P1 C21 115.85(7) . . ?
C27 P1 C21 106.72(6) . . ?
C1 N1 C4 111.05(11) . . ?
C1 N1 C9 125.16(11) . . ?
C4 N1 C9 123.53(11) . . ?
N1 C1 C2 104.61(11) . . ?
N1 C1 Pd1 134.78(10) . . ?
C2 C1 Pd1 120.60(10) . . ?
C1 C2 C3 110.02(12) . . ?
C1 C2 P1 113.10(10) . . ?
C3 C2 P1 136.85(11) . . ?
C4 C3 C2 105.68(12) . . ?
C3 C4 N1 108.63(12) . . ?
P1 C5 Pd1 106.86(7) . . ?
C7A C6A Pd1 68.94(15) . . ?
C6A C7A C8 122.8(2) . . ?
C6A C7A Pd1 73.30(15) . . ?
C8 C7A Pd1 71.35(10) . . ?
C7B C6B Pd1 72.2(5) . . ?
C8 C7B C6B 121.8(6) . . ?
C8 C7B Pd1 71.3(3) . . ?
C6B C7B Pd1 72.4(5) . . ?
C7B C8 C7A 40.9(3) . . ?
C7B C8 Pd1 74.3(3) . . ?
C7A C8 Pd1 69.64(10) . . ?
C10 C9 C14 122.46(12) . . ?
C10 C9 N1 118.61(12) . . ?
C14 C9 N1 118.93(12) . . ?
C9 C10 C11 117.72(13) . . ?
C9 C10 C15 122.25(12) . . ?
C11 C10 C15 120.00(13) . . ?
C12 C11 C10 121.09(14) . . ?
C11 C12 C13 120.05(14) . . ?
C12 C13 C14 121.08(14) . . ?
C13 C14 C9 117.58(13) . . ?
C13 C14 C18 120.55(13) . . ?
C9 C14 C18 121.87(12) . . ?
C10 C15 C17 111.85(13) . . ?
C10 C15 C16 110.80(13) . . ?
C17 C15 C16 110.31(14) . . ?
C14 C18 C20 111.90(13) . . ?
C14 C18 C19 111.10(12) . . ?
C20 C18 C19 110.23(13) . . ?
C22 C21 C26 119.35(13) . . ?
C22 C21 P1 121.00(11) . . ?
C26 C21 P1 119.44(10) . . ?
C21 C22 C23 120.15(14) . . ?
C24 C23 C22 120.11(14) . . ?
C23 C24 C25 120.16(14) . . ?
C26 C25 C24 119.84(14) . . ?
C25 C26 C21 120.36(13) . . ?
C32 C27 C28 119.30(14) . . ?
C32 C27 P1 119.97(11) . . ?
C28 C27 P1 120.72(11) . . ?
C29 C28 C27 119.95(14) . . ?
C30 C29 C28 120.23(15) . . ?
C29 C30 C31 120.25(15) . . ?
C30 C31 C32 119.92(15) . . ?
C31 C32 C27 120.34(15) . . ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Pd1 C1 2.0302(13) . ?
Pd1 C5 2.1268(15) . ?
Pd1 C7A 2.1303(19) . ?
Pd1 C8 2.1529(15) . ?
Pd1 C6A 2.186(3) . ?
Pd1 C7B 2.188(6) . ?
Pd1 C6B 2.191(10) . ?
P1 C2 1.7472(14) . ?
P1 C5 1.7523(15) . ?
P1 C27 1.8111(15) . ?
P1 C21 1.8132(14) . ?
N1 C1 1.3778(17) . ?
N1 C4 1.3881(18) . ?
N1 C9 1.4349(16) . ?
C1 C2 1.4013(18) . ?
C2 C3 1.4307(19) . ?
C3 C4 1.3681(19) . ?
C6A C7A 1.398(3) . ?
C7A C8 1.431(3) . ?
C6B C7B 1.329(14) . ?
C7B C8 1.282(8) . ?
C9 C10 1.3984(19) . ?
C9 C14 1.4025(18) . ?
C10 C11 1.399(2) . ?
C10 C15 1.517(2) . ?
C11 C12 1.383(2) . ?
C12 C13 1.388(2) . ?
C13 C14 1.3977(19) . ?
C14 C18 1.518(2) . ?
C15 C17 1.520(2) . ?
C15 C16 1.527(2) . ?
C18 C20 1.531(2) . ?
C18 C19 1.535(2) . ?
C21 C22 1.3935(19) . ?
C21 C26 1.397(2) . ?
C22 C23 1.394(2) . ?
C23 C24 1.384(2) . ?
C24 C25 1.391(2) . ?
C25 C26 1.390(2) . ?
C27 C32 1.393(2) . ?
C27 C28 1.397(2) . ?
C28 C29 1.394(2) . ?
C29 C30 1.381(2) . ?
C30 C31 1.384(2) . ?
C31 C32 1.393(2) . ?
