#------------------------------------------------------------------------------
#$Date: 2025-08-20 21:19:29 +0200 (Wed 20 de Aug de 2025) $
#$Revision: 301836 $
#$URL: svn://www.crystallography.net/cod/cif/4/30/01/4300169.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_4300169
loop_
_publ_author_name
'Pamela A. Lord'
'Marilyn M. Olmstead'
'Alan L. Balch'
_publ_section_title
;
Redox Characteristics of Nickel and Palladium Complexes of the Open-Chain
Tetrapyrrole Octaethylbilindione: A Biliverdin Model
;
_journal_name_full               'Inorganic Chemistry'
_journal_page_first              1128
_journal_page_last               1134
_journal_paper_doi               10.1021/ic9910209
_journal_volume                  39
_journal_year                    2000
_chemical_formula_sum            'C35 H43 N4 O2 Pd'
_chemical_formula_weight         658.13
_space_group_IT_number           15
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-I 2ya'
_symmetry_space_group_name_H-M   'I 1 2/a 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                 116.00(3)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   13.274(3)
_cell_length_b                   18.655(4)
_cell_length_c                   14.114(3)
_cell_measurement_reflns_used    49
_cell_measurement_temperature    140(2)
_cell_measurement_theta_max      16.07
_cell_measurement_theta_min      4.37
_cell_volume                     3141.3(14)
_computing_cell_refinement       'Siemens P3'
_computing_data_collection       'Siemens P3'
_computing_data_reduction        'Siemens XDISK'
_computing_molecular_graphics    'SHELXTL 5, XP (Sheldrick, 1994)'
_computing_publication_material  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      140(2)
_diffrn_measured_fraction_theta_full 0.984
_diffrn_measured_fraction_theta_max 0.984
_diffrn_measurement_device_type  'Siemens R3m/V'
_diffrn_measurement_method       ω
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'normal-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0341
_diffrn_reflns_av_sigmaI/netI    0.0654
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            2198
_diffrn_reflns_theta_full        22.51
_diffrn_reflns_theta_max         22.51
_diffrn_reflns_theta_min         1.94
_diffrn_standards_decay_%        '< 0.1'
_diffrn_standards_interval_count 198
_diffrn_standards_number         2
_exptl_absorpt_coefficient_mu    0.628
_exptl_absorpt_correction_T_max  0.9515
_exptl_absorpt_correction_T_min  0.7696
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_process_details
;
 XABS2:  an empirical absorption correction program.  Parkin, S.;
 Moezzi, B.; Hope, H.  J. Appl. Cryst. 1995, 28, 53-56.
;
_exptl_crystal_colour            black
_exptl_crystal_density_diffrn    1.392
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       needle
_exptl_crystal_F_000             1372
_exptl_crystal_size_max          0.44
_exptl_crystal_size_mid          0.08
_exptl_crystal_size_min          0.08
_refine_diff_density_max         0.362
_refine_diff_density_min         -0.525
_refine_diff_density_rms         0.086
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.032
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     195
_refine_ls_number_reflns         2030
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.032
_refine_ls_R_factor_all          0.0550
_refine_ls_R_factor_gt           0.0419
_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)+(0.0239P)²+8.8395P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0834
_refine_ls_wR_factor_ref         0.0900
_reflns_number_gt                1715
_reflns_number_total             2030
_reflns_threshold_expression     >2sigma(I)
_cod_original_cell_volume        3141.3(11)
_cod_database_code               4300169
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, y, -z'
'x+1/2, y+1/2, z+1/2'
'-x+1, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y, z'
'-x+1/2, -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_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
Pd Pd 0.7500 0.34266(3) 0.5000 0.01942(19) Uani 1 2 d S . .
O1 O 0.8703(3) 0.18043(18) 0.5813(3) 0.0304(9) Uani 1 1 d . . .
N1 N 0.8270(3) 0.2687(2) 0.4509(3) 0.0223(10) Uani 1 1 d . . .
N2 N 0.7927(3) 0.4185(2) 0.4230(3) 0.0206(10) Uani 1 1 d . . .
C1 C 0.8705(4) 0.2028(3) 0.4999(4) 0.0251(13) Uani 1 1 d . . .
C2 C 0.9233(4) 0.1664(3) 0.4387(4) 0.0220(12) Uani 1 1 d . . .
C3 C 0.9148(4) 0.2098(3) 0.3602(4) 0.0237(12) Uani 1 1 d . . .
C4 C 0.8561(4) 0.2758(3) 0.3702(4) 0.0210(12) Uani 1 1 d . . .
C5 C 0.8460(4) 0.3379(3) 0.3139(4) 0.0231(12) Uani 1 1 d . . .
H5 H 0.8563 0.3346 0.2515 0.028 Uiso 1 1 calc R . .
C6 C 0.8216(4) 0.4059(3) 0.3421(4) 0.0217(12) Uani 1 1 d . . .
C7 C 0.8301(4) 0.4741(3) 0.2956(4) 0.0221(12) Uani 1 1 d . . .
C8 C 0.8070(4) 0.5268(3) 0.3504(4) 0.0213(12) Uani 1 1 d . . .
C9 C 0.7821(4) 0.4912(3) 0.4298(4) 0.0189(11) Uani 1 1 d . . .
C10 C 0.7500 0.5242(4) 0.5000 0.0251(18) Uani 1 2 d S . .
H10 H 0.7500 0.5751 0.5000 0.030 Uiso 1 2 calc SR . .
C11 C 0.9820(5) 0.0956(3) 0.4738(4) 0.0330(14) Uani 1 1 d . . .
H11A H 0.9839 0.0708 0.4126 0.040 Uiso 1 1 calc R . .
H11B H 0.9396 0.0652 0.5012 0.040 Uiso 1 1 calc R . .
C12 C 1.1014(5) 0.1053(3) 0.5592(6) 0.060(2) Uani 1 1 d . . .
H12A H 1.1463 0.1298 0.5295 0.089 Uiso 1 1 calc R . .
H12B H 1.1343 0.0583 0.5863 0.089 Uiso 1 1 calc R . .
H12C H 1.1002 0.1341 0.6168 0.089 Uiso 1 1 calc R . .
C13 C 0.9605(4) 0.2013(3) 0.2815(4) 0.0296(13) Uani 1 1 d . . .
H13A H 0.9064 0.2213 0.2130 0.036 Uiso 1 1 calc R . .
H13B H 0.9697 0.1497 0.2712 0.036 Uiso 1 1 calc R . .
C14 C 1.0735(5) 0.2392(3) 0.3164(5) 0.0416(16) Uani 1 1 d . . .
H14A H 1.0649 0.2902 0.3275 0.062 Uiso 1 1 calc R . .
H14B H 1.0997 0.2337 0.2618 0.062 Uiso 1 1 calc R . .
H14C H 1.1283 0.2178 0.3823 0.062 Uiso 1 1 calc R . .
C15 C 0.8694(4) 0.4814(3) 0.2115(4) 0.0278(13) Uani 1 1 d . . .
H15A H 0.8439 0.5279 0.1751 0.033 Uiso 1 1 calc R . .
H15B H 0.8359 0.4428 0.1588 0.033 Uiso 1 1 calc R . .
C16 C 0.9973(5) 0.4770(3) 0.2579(5) 0.0383(15) Uani 1 1 d . . .
H16A H 1.0306 0.5155 0.3097 0.057 Uiso 1 1 calc R . .
H16B H 1.0206 0.4823 0.2013 0.057 Uiso 1 1 calc R . .
H16C H 1.0226 0.4305 0.2924 0.057 Uiso 1 1 calc R . .
C17 C 0.8092(4) 0.6069(3) 0.3389(4) 0.0278(13) Uani 1 1 d . . .
H17A H 0.7422 0.6278 0.3420 0.033 Uiso 1 1 calc R . .
H17B H 0.8053 0.6183 0.2688 0.033 Uiso 1 1 calc R . .
C18 C 0.9149(5) 0.6417(3) 0.4246(4) 0.0409(16) Uani 1 1 d . . .
H18A H 0.9201 0.6298 0.4943 0.061 Uiso 1 1 calc R . .
H18B H 0.9104 0.6939 0.4153 0.061 Uiso 1 1 calc R . .
H18C H 0.9813 0.6236 0.4189 0.061 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'
O O 0.0106 0.0060 '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
N2 Pd N2 90.6(2) 2_656 . ?
N2 Pd N1 167.03(16) 2_656 . ?
N2 Pd N1 89.42(15) . . ?
N2 Pd N1 89.42(15) 2_656 2_656 ?
N2 Pd N1 167.03(16) . 2_656 ?
N1 Pd N1 93.5(2) . 2_656 ?
C4 N1 C1 106.9(4) . . ?
C4 N1 Pd 126.6(3) . . ?
C1 N1 Pd 126.2(3) . . ?
C9 N2 C6 107.5(4) . . ?
C9 N2 Pd 126.6(3) . . ?
C6 N2 Pd 125.2(3) . . ?
O1 C1 N1 126.3(5) . . ?
O1 C1 C2 125.6(5) . . ?
N1 C1 C2 108.0(4) . . ?
C3 C2 C1 108.2(4) . . ?
C3 C2 C11 130.5(5) . . ?
C1 C2 C11 121.1(4) . . ?
C2 C3 C13 129.8(5) . . ?
C2 C3 C4 106.2(4) . . ?
C13 C3 C4 123.8(5) . . ?
N1 C4 C5 124.9(5) . . ?
N1 C4 C3 110.5(4) . . ?
C5 C4 C3 124.1(4) . . ?
C4 C5 C6 124.8(4) . . ?
N2 C6 C5 124.8(4) . . ?
N2 C6 C7 109.2(4) . . ?
C5 C6 C7 125.9(4) . . ?
C8 C7 C6 107.0(4) . . ?
C8 C7 C15 128.8(5) . . ?
C6 C7 C15 123.9(5) . . ?
C7 C8 C9 106.9(4) . . ?
C7 C8 C17 129.3(5) . . ?
C9 C8 C17 123.8(4) . . ?
N2 C9 C10 124.2(5) . . ?
N2 C9 C8 109.4(4) . . ?
C10 C9 C8 126.4(5) . . ?
C9 C10 C9 127.2(7) . 2_656 ?
C2 C11 C12 111.4(5) . . ?
C3 C13 C14 111.9(4) . . ?
C7 C15 C16 111.3(4) . . ?
C8 C17 C18 112.9(4) . . ?
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
Pd N2 2.011(4) 2_656 ?
Pd N2 2.011(4) . ?
Pd N1 2.012(4) . ?
Pd N1 2.012(4) 2_656 ?
O1 C1 1.223(6) . ?
N1 C4 1.360(6) . ?
N1 C1 1.405(6) . ?
N2 C9 1.372(6) . ?
N2 C6 1.376(6) . ?
C1 C2 1.495(7) . ?
C2 C3 1.336(7) . ?
C2 C11 1.502(7) . ?
C3 C13 1.490(7) . ?
C3 C4 1.496(7) . ?
C4 C5 1.377(7) . ?
C5 C6 1.409(7) . ?
C6 C7 1.458(7) . ?
C7 C8 1.366(7) . ?
C7 C15 1.498(7) . ?
C8 C9 1.458(7) . ?
C8 C17 1.506(7) . ?
C9 C10 1.383(5) . ?
C10 C9 1.383(5) 2_656 ?
C11 C12 1.523(8) . ?
C13 C14 1.531(7) . ?
C15 C16 1.531(7) . ?
C17 C18 1.538(7) . ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 139126117
