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#$Date: 2025-08-20 21:19:29 +0200 (Wed 20 de Aug de 2025) $
#$Revision: 301836 $
#$URL: svn://www.crystallography.net/cod/cif/4/30/01/4300171.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_4300171
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 I3 N4 O2 Pd'
_chemical_formula_weight         1038.83
_space_group_IT_number           60
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  '-P 2n 2ab'
_symmetry_space_group_name_H-M   'P b c n'
_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                 90.00
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   15.2236(6)
_cell_length_b                   16.7638(7)
_cell_length_c                   14.6289(6)
_cell_measurement_reflns_used    4134
_cell_measurement_temperature    90(2)
_cell_measurement_theta_max      31.3
_cell_measurement_theta_min      2.7
_cell_volume                     3733.4(3)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_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      90(2)
_diffrn_measured_fraction_theta_full 0.983
_diffrn_measured_fraction_theta_max 0.983
_diffrn_measurement_device_type  'Bruker SMART'
_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  0.0588
_diffrn_reflns_av_sigmaI/netI    0.0414
_diffrn_reflns_limit_h_max       22
_diffrn_reflns_limit_h_min       -22
_diffrn_reflns_limit_k_max       24
_diffrn_reflns_limit_k_min       -24
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            37006
_diffrn_reflns_theta_full        31.51
_diffrn_reflns_theta_max         31.51
_diffrn_reflns_theta_min         1.81
_diffrn_standards_decay_%        <0.1
_diffrn_standards_number         '50 frames remeasured'
_exptl_absorpt_coefficient_mu    3.013
_exptl_absorpt_correction_T_max  0.8763
_exptl_absorpt_correction_T_min  0.4858
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_process_details
;SADABS, Sheldrick, G.M. An empirical absorption correction program based 
 on the method of Blessing, R. H., Acta Cryst. (1995). A51, 33-38.
;
_exptl_crystal_colour            black
_exptl_crystal_density_diffrn    1.848
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       needle
_exptl_crystal_F_000             2008
_exptl_crystal_size_max          0.28
_exptl_crystal_size_mid          0.06
_exptl_crystal_size_min          0.05
_refine_diff_density_max         2.925
_refine_diff_density_min         -2.270
_refine_diff_density_rms         0.139
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.013
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     209
_refine_ls_number_reflns         6123
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.013
_refine_ls_R_factor_all          0.0670
_refine_ls_R_factor_gt           0.0364
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0460P)²+0.2423P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0850
_refine_ls_wR_factor_ref         0.0935
_reflns_number_gt                4042
_reflns_number_total             6123
_reflns_threshold_expression     >2sigma(I)
_cod_original_sg_symbol_H-M      'P b c m'
_cod_database_code               4300171
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, -y+1/2, z+1/2'
'-x, y, -z+1/2'
'x+1/2, -y+1/2, -z'
'-x, -y, -z'
'x-1/2, y-1/2, -z-1/2'
'x, -y, z-1/2'
'-x-1/2, y-1/2, z'
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 0.5000 0.407370(18) 0.2500 0.01096(7) Uani 1 2 d S . .
I1 I 0.0000 0.43125(2) 0.2500 0.04373(12) Uani 1 2 d S . .
I2 I 0.18183(3) 0.430429(17) 0.316534(17) 0.04971(11) Uani 1 1 d . . .
C1 C 0.4085(2) 0.56450(18) 0.29566(19) 0.0140(6) Uani 1 1 d . . .
C2 C 0.3746(2) 0.60932(18) 0.37619(19) 0.0147(6) Uani 1 1 d . . .
C3 C 0.3784(2) 0.55921(18) 0.44808(19) 0.0133(6) Uani 1 1 d . . .
C4 C 0.4178(2) 0.48255(18) 0.41488(19) 0.0132(6) Uani 1 1 d . . .
C5 C 0.4247(2) 0.41257(18) 0.46760(19) 0.0141(6) Uani 1 1 d . . .
H5 H 0.4142 0.4162 0.5315 0.017 Uiso 1 1 calc R . .
C6 C 0.4460(2) 0.33905(18) 0.43163(18) 0.0128(6) Uani 1 1 d . . .
C7 C 0.4477(2) 0.26324(18) 0.48182(19) 0.0141(6) Uani 1 1 d . . .
C8 C 0.4679(2) 0.20541(18) 0.42109(19) 0.0138(5) Uani 1 1 d . . .
C9 C 0.48015(18) 0.24540(18) 0.33189(19) 0.0128(6) Uani 1 1 d . . .
C10 C 0.5000 0.2071(2) 0.2500 0.0137(7) Uani 1 2 d S . .
H10 H 0.5000 0.1504 0.2500 0.016 Uiso 1 2 calc SR . .
C11 C 0.3379(2) 0.69064(19) 0.3668(2) 0.0199(7) Uani 1 1 d . . .
H11A H 0.3748 0.7218 0.3240 0.024 Uiso 1 1 calc R . .
H11B H 0.3394 0.7177 0.4270 0.024 Uiso 1 1 calc R . .
C12 C 0.2434(2) 0.6889(2) 0.3315(3) 0.0278(8) Uani 1 1 d . . .
H12A H 0.2416 0.6616 0.2723 0.042 Uiso 1 1 calc R . .
H12B H 0.2219 0.7436 0.3244 0.042 Uiso 1 1 calc R . .
H12C H 0.2061 0.6604 0.3753 0.042 Uiso 1 1 calc R . .
C13 C 0.3447(2) 0.57051(19) 0.54342(19) 0.0161(6) Uani 1 1 d . . .
H13A H 0.3398 0.6283 0.5566 0.019 Uiso 1 1 calc R . .
H13B H 0.3870 0.5472 0.5873 0.019 Uiso 1 1 calc R . .
C14 C 0.2551(2) 0.5313(2) 0.5565(2) 0.0240(7) Uani 1 1 d . . .
H14A H 0.2128 0.5550 0.5139 0.036 Uiso 1 1 calc R . .
H14B H 0.2351 0.5397 0.6194 0.036 Uiso 1 1 calc R . .
H14C H 0.2600 0.4739 0.5445 0.036 Uiso 1 1 calc R . .
C15 C 0.4244(2) 0.25501(19) 0.5811(2) 0.0193(6) Uani 1 1 d . . .
H15A H 0.4476 0.3015 0.6151 0.023 Uiso 1 1 calc R . .
H15B H 0.4526 0.2064 0.6060 0.023 Uiso 1 1 calc R . .
C16 C 0.3252(2) 0.2496(2) 0.5954(2) 0.0310(9) Uani 1 1 d . . .
H16A H 0.2977 0.2999 0.5766 0.047 Uiso 1 1 calc R . .
H16B H 0.3128 0.2398 0.6602 0.047 Uiso 1 1 calc R . .
H16C H 0.3015 0.2058 0.5587 0.047 Uiso 1 1 calc R . .
C17 C 0.4799(2) 0.11816(19) 0.4363(2) 0.0175(7) Uani 1 1 d . . .
H17A H 0.4467 0.0884 0.3892 0.021 Uiso 1 1 calc R . .
H17B H 0.4554 0.1037 0.4968 0.021 Uiso 1 1 calc R . .
C18 C 0.5764(2) 0.0932(2) 0.4325(2) 0.0264(7) Uani 1 1 d . . .
H18A H 0.6010 0.1075 0.3729 0.040 Uiso 1 1 calc R . .
H18B H 0.5808 0.0353 0.4414 0.040 Uiso 1 1 calc R . .
H18C H 0.6091 0.1206 0.4809 0.040 Uiso 1 1 calc R . .
O1 O 0.40655(15) 0.58325(13) 0.21623(14) 0.0176(5) Uani 1 1 d . . .
N1 N 0.44133(17) 0.48835(15) 0.32811(16) 0.0135(5) Uani 1 1 d . . .
N2 N 0.46641(17) 0.32489(15) 0.34068(16) 0.0126(5) Uani 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'
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'
I I -0.4742 1.8119 '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 91.59(14) . 3_655 ?
N2 Pd N1 88.61(10) . . ?
N2 Pd N1 167.72(10) 3_655 . ?
N2 Pd N1 167.72(11) . 3_655 ?
N2 Pd N1 88.61(10) 3_655 3_655 ?
N1 Pd N1 93.79(14) . 3_655 ?
I2 I1 I2 179.464(17) 3 . ?
O1 C1 N1 123.6(3) . . ?
O1 C1 C2 128.5(3) . . ?
N1 C1 C2 107.7(2) . . ?
C3 C2 C11 131.5(3) . . ?
C3 C2 C1 106.7(3) . . ?
C11 C2 C1 121.5(3) . . ?
C2 C3 C4 107.4(2) . . ?
C2 C3 C13 129.3(3) . . ?
C4 C3 C13 123.2(3) . . ?
N1 C4 C5 124.5(3) . . ?
N1 C4 C3 110.9(3) . . ?
C5 C4 C3 124.5(3) . . ?
C6 C5 C4 123.6(3) . . ?
C5 C6 N2 124.9(3) . . ?
C5 C6 C7 125.9(3) . . ?
N2 C6 C7 109.1(2) . . ?
C8 C7 C6 107.2(2) . . ?
C8 C7 C15 128.6(3) . . ?
C6 C7 C15 124.0(3) . . ?
C7 C8 C9 106.5(3) . . ?
C7 C8 C17 129.3(3) . . ?
C9 C8 C17 124.1(3) . . ?
N2 C9 C10 124.7(3) . . ?
N2 C9 C8 110.0(2) . . ?
C10 C9 C8 125.3(3) . . ?
C9 C10 C9 125.0(4) . 3_655 ?
C2 C11 C12 111.7(3) . . ?
C3 C13 C14 111.6(3) . . ?
C7 C15 C16 111.8(3) . . ?
C8 C17 C18 112.4(3) . . ?
C4 N1 C1 106.6(2) . . ?
C4 N1 Pd 128.6(2) . . ?
C1 N1 Pd 124.62(18) . . ?
C9 N2 C6 107.1(2) . . ?
C9 N2 Pd 125.62(19) . . ?
C6 N2 Pd 125.5(2) . . ?
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 1.983(2) . ?
Pd N2 1.983(2) 3_655 ?
Pd N1 1.986(2) . ?
Pd N1 1.986(2) 3_655 ?
I1 I2 2.9343(4) 3 ?
I1 I2 2.9343(4) . ?
C1 O1 1.204(3) . ?
C1 N1 1.451(4) . ?
C1 C2 1.489(4) . ?
C2 C3 1.347(4) . ?
C2 C11 1.480(4) . ?
C3 C4 1.499(4) . ?
C3 C13 1.498(4) . ?
C4 N1 1.323(4) . ?
C4 C5 1.408(4) . ?
C5 C6 1.379(4) . ?
C6 N2 1.387(3) . ?
C6 C7 1.468(4) . ?
C7 C8 1.350(4) . ?
C7 C15 1.501(4) . ?
C8 C9 1.479(4) . ?
C8 C17 1.491(4) . ?
C9 N2 1.355(4) . ?
C9 C10 1.393(3) . ?
C10 C9 1.393(3) 3_655 ?
C11 C12 1.529(5) . ?
C13 C14 1.525(5) . ?
C15 C16 1.528(5) . ?
C17 C18 1.528(5) . ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 139126120
