#------------------------------------------------------------------------------
#$Date: 2020-01-05 16:31:29 +0200 (Sun, 05 Jan 2020) $
#$Revision: 246606 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/70/32/7703250.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_7703250
loop_
_publ_author_name
'Nishi, Miki'
'Hayata, Yuki'
'Hoshino, Norihisa'
'Hanasaki, Noriaki'
'Akutagawa, Tomoyuki'
'Matsuda, Masaki'
_publ_section_title
;
 Intermolecular interactions of tetrabenzoporphyrin- and
 phthalocyanine-based charge-transfer complexes.
;
_journal_issue                   48
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              17723
_journal_page_last               17728
_journal_paper_doi               10.1039/c9dt03653a
_journal_volume                  48
_journal_year                    2019
_chemical_formula_moiety         '2(C32 H16 Br2 Fe N8), C24 H20 P'
_chemical_formula_sum            'C88 H52 Br4 Fe2 N16 P'
_chemical_formula_weight         1795.76
_space_group_crystal_system      tetragonal
_space_group_IT_number           86
_space_group_name_Hall           '-P 4bc'
_space_group_name_H-M_alt        'P 42/n :2'
_atom_sites_solution_hydrogens   geom
_audit_creation_method           SHELXL-2018/1
_audit_update_record
;
2019-08-15 deposited with the CCDC.	2019-10-21 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   21.5372(4)
_cell_length_b                   21.5372(4)
_cell_length_c                   7.62570(10)
_cell_measurement_reflns_used    18014
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      68.21
_cell_measurement_theta_min      4.105
_cell_volume                     3537.19(10)
_computing_cell_refinement       'RAPID AUTO'
_computing_data_collection       'RAPID AUTO'
_computing_data_reduction        'RAPID AUTO'
_computing_structure_refinement  'SHELXL-2018/1 (Sheldrick, 2018)'
_computing_structure_solution    'SIR-2004 (Burla, 2004)'
_diffrn_ambient_temperature      296(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Rigaku R-AXIS RAPID'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54187
_diffrn_reflns_av_R_equivalents  0.0960
_diffrn_reflns_av_unetI/netI     0.0539
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       25
_diffrn_reflns_limit_h_min       -25
_diffrn_reflns_limit_k_max       25
_diffrn_reflns_limit_k_min       -25
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_number            37512
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        67.687
_diffrn_reflns_theta_max         68.210
_diffrn_reflns_theta_min         4.105
_diffrn_source                   'rotating-anode X-ray tube'
_exptl_absorpt_coefficient_mu    6.660
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_correction_T_min  0.7562
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_process_details   'ABSCOR (Rigaku, 2010)'
_exptl_crystal_colour            black
_exptl_crystal_density_diffrn    1.686
_exptl_crystal_description       needle
_exptl_crystal_F_000             1798
_exptl_crystal_size_max          0.100
_exptl_crystal_size_mid          0.100
_exptl_crystal_size_min          0.100
_refine_diff_density_max         0.584
_refine_diff_density_min         -0.733
_refine_diff_density_rms         0.100
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.103
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     252
_refine_ls_number_reflns         3234
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.103
_refine_ls_R_factor_all          0.0568
_refine_ls_R_factor_gt           0.0512
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.1000P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1472
_refine_ls_wR_factor_ref         0.1540
_reflns_Friedel_coverage         0.000
_reflns_number_gt                2816
_reflns_number_total             3234
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            c9dt03653a2.cif
_cod_data_source_block           TPPFePcBr22rt
_cod_original_cell_volume        3537.19(14)
_cod_original_sg_symbol_H-M      'P 42/n'
_cod_database_code               7703250
_shelx_shelxl_version_number     2018/1
_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_shelx_estimated_absorpt_t_min   0.556
_shelx_estimated_absorpt_t_max   0.556
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y+1/2, z'
'-y, x+1/2, z+1/2'
'y+1/2, -x, z+1/2'
'-x, -y, -z'
'x-1/2, y-1/2, -z'
'y, -x-1/2, -z-1/2'
'-y-1/2, x, -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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
C1 C 0.48311(14) 0.07415(14) 0.1763(4) 0.0302(7) Uani 1 1 d . . .
C2 C 0.49687(15) 0.13532(15) 0.1032(4) 0.0310(7) Uani 1 1 d . . .
C3 C 0.47745(16) 0.16424(16) -0.0500(5) 0.0361(7) Uani 1 1 d . . .
H1 H 0.452293 0.143976 -0.130960 0.043 Uiso 1 1 calc R U .
C4 C 0.49733(19) 0.22475(17) -0.0767(5) 0.0422(9) Uani 1 1 d . . .
H2 H 0.485346 0.245604 -0.178006 0.051 Uiso 1 1 calc R U .
C5 C 0.53526(17) 0.25524(16) 0.0464(5) 0.0392(8) Uani 1 1 d . . .
H3 H 0.547381 0.296045 0.025970 0.047 Uiso 1 1 calc R U .
C6 C 0.55478(15) 0.22552(14) 0.1972(4) 0.0361(7) Uani 1 1 d . . .
H4 H 0.580471 0.245299 0.277740 0.043 Uiso 1 1 calc R U .
C7 C 0.53461(14) 0.16504(14) 0.2240(4) 0.0318(7) Uani 1 1 d . . .
C8 C 0.54363(15) 0.12200(15) 0.3691(4) 0.0304(7) Uani 1 1 d . . .
C9 C 0.58058(14) 0.09858(15) 0.6464(4) 0.0312(7) Uani 1 1 d . . .
C10 C 0.61943(14) 0.11248(14) 0.7983(4) 0.0312(7) Uani 1 1 d . . .
C11 C 0.65719(14) 0.16277(15) 0.8403(5) 0.0352(7) Uani 1 1 d . . .
H5 H 0.661214 0.196484 0.764930 0.042 Uiso 1 1 calc R U .
C12 C 0.68854(17) 0.16063(17) 0.9988(5) 0.0416(9) Uani 1 1 d . . .
H6 H 0.713592 0.193864 1.031283 0.050 Uiso 1 1 calc R U .
C13 C 0.68327(17) 0.10949(18) 1.1110(5) 0.0420(9) Uani 1 1 d . . .
H7 H 0.705288 0.109184 1.215904 0.050 Uiso 1 1 calc R U .
C14 C 0.64611(16) 0.05958(16) 1.0691(4) 0.0370(8) Uani 1 1 d . . .
H8 H 0.642856 0.025435 1.143138 0.044 Uiso 1 1 calc R U .
C15 C 0.61366(15) 0.06229(15) 0.9115(4) 0.0307(7) Uani 1 1 d . . .
C16 C 0.57063(14) 0.01914(14) 0.8287(4) 0.0301(7) Uani 1 1 d . . .
C17 C 0.31436(16) 0.26620(16) 0.6077(5) 0.0381(8) Uani 1 1 d . . .
C18 C 0.3067(2) 0.31350(19) 0.4802(5) 0.0497(10) Uani 1 1 d . . .
H9 H 0.270355 0.336751 0.476649 0.060 Uiso 1 1 calc R U .
C19 C 0.3534(2) 0.3246(2) 0.3624(6) 0.0570(11) Uani 1 1 d . . .
H10 H 0.348854 0.355804 0.278986 0.068 Uiso 1 1 calc R U .
C20 C 0.4071(2) 0.2898(2) 0.3670(6) 0.0623(12) Uani 1 1 d . . .
H11 H 0.438595 0.297812 0.286694 0.075 Uiso 1 1 calc R U .
C21 C 0.4145(2) 0.2440(3) 0.4875(6) 0.0634(12) Uani 1 1 d . . .
H12 H 0.451020 0.220855 0.489325 0.076 Uiso 1 1 calc R U .
C22 C 0.36763(19) 0.2314(2) 0.6085(5) 0.0491(10) Uani 1 1 d . . .
H13 H 0.372494 0.199563 0.689591 0.059 Uiso 1 1 calc R U .
N1 N 0.55157(12) 0.04309(12) 0.6698(3) 0.0303(6) Uani 1 1 d . . .
N2 N 0.57657(13) 0.13641(13) 0.5094(3) 0.0340(7) Uani 1 1 d . . .
N3 N 0.51249(11) 0.06799(12) 0.3355(4) 0.0305(6) Uani 1 1 d . . .
N4 N 0.44479(13) 0.03472(13) 0.1000(4) 0.0323(6) Uani 1 1 d . . .
Fe1 Fe 0.500000 0.000000 0.500000 0.0287(2) Uani 1 2 d S . P
P1 P 0.250000 0.250000 0.750000 0.0345(4) Uani 1 4 d S T P
Br1 Br 0.40608(2) 0.05573(2) 0.59390(6) 0.0419(2) 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 0.0181 0.0091 '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 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.2955 0.4335 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Fe Fe -1.1336 3.1974 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Br Br -0.6763 1.2805 '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
N4 C1 N3 127.9(3) . .
N4 C1 C2 122.6(3) . .
N3 C1 C2 109.3(3) . .
C7 C2 C3 122.0(3) . .
C7 C2 C1 106.4(3) . .
C3 C2 C1 131.6(3) . .
C4 C3 C2 116.9(3) . .
C3 C4 C5 121.3(3) . .
C6 C5 C4 121.1(3) . .
C5 C6 C7 117.5(3) . .
C2 C7 C6 121.3(3) . .
C2 C7 C8 106.8(3) . .
C6 C7 C8 131.9(3) . .
N2 C8 N3 128.0(3) . .
N2 C8 C7 122.5(3) . .
N3 C8 C7 109.5(3) . .
N2 C9 N1 127.8(3) . .
N2 C9 C10 122.4(3) . .
N1 C9 C10 109.8(3) . .
C15 C10 C11 121.0(3) . .
C15 C10 C9 106.4(3) . .
C11 C10 C9 132.6(3) . .
C12 C11 C10 117.4(3) . .
C11 C12 C13 121.3(3) . .
C14 C13 C12 121.3(3) . .
C13 C14 C15 117.4(3) . .
C10 C15 C14 121.6(3) . .
C10 C15 C16 106.5(3) . .
C14 C15 C16 131.9(3) . .
N4 C16 N1 127.9(3) 5_656 .
N4 C16 C15 122.7(3) 5_656 .
N1 C16 C15 109.4(3) . .
C22 C17 C18 119.5(4) . .
C22 C17 P1 122.5(3) . .
C18 C17 P1 117.7(3) . .
C19 C18 C17 119.4(4) . .
C18 C19 C20 120.3(4) . .
C21 C20 C19 120.8(4) . .
C20 C21 C22 120.2(4) . .
C17 C22 C21 119.9(4) . .
C9 N1 C16 107.9(3) . .
C9 N1 Fe1 126.5(2) . .
C16 N1 Fe1 125.2(2) . .
C8 N2 C9 121.9(3) . .
C8 N3 C1 108.0(3) . .
C8 N3 Fe1 126.0(2) . .
C1 N3 Fe1 125.3(2) . .
C1 N4 C16 122.7(3) . 5_656
N1 Fe1 N1 180.0 . 5_656
N1 Fe1 N3 89.49(11) . .
N1 Fe1 N3 90.51(11) 5_656 .
N1 Fe1 N3 90.51(11) . 5_656
N1 Fe1 N3 89.49(11) 5_656 5_656
N3 Fe1 N3 180.0 . 5_656
N1 Fe1 Br1 87.53(8) . 5_656
N1 Fe1 Br1 92.47(8) 5_656 5_656
N3 Fe1 Br1 93.78(8) . 5_656
N3 Fe1 Br1 86.22(8) 5_656 5_656
N1 Fe1 Br1 92.47(8) . .
N1 Fe1 Br1 87.53(8) 5_656 .
N3 Fe1 Br1 86.22(8) . .
N3 Fe1 Br1 93.78(8) 5_656 .
Br1 Fe1 Br1 180.0 5_656 .
C17 P1 C17 111.45(12) 2 8_657
C17 P1 C17 111.45(12) 2 7_567
C17 P1 C17 105.6(2) 8_657 7_567
C17 P1 C17 105.6(2) 2 .
C17 P1 C17 111.46(12) 8_657 .
C17 P1 C17 111.45(12) 7_567 .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
C1 N4 1.319(4) .
C1 N3 1.376(4) .
C1 C2 1.461(4) .
C2 C7 1.386(4) .
C2 C3 1.389(4) .
C3 C4 1.387(5) .
C4 C5 1.407(5) .
C5 C6 1.381(4) .
C6 C7 1.388(4) .
C7 C8 1.456(4) .
C8 N2 1.321(4) .
C8 N3 1.367(4) .
C9 N2 1.328(4) .
C9 N1 1.360(4) .
C9 C10 1.460(4) .
C10 C15 1.389(4) .
C10 C11 1.392(4) .
C11 C12 1.385(5) .
C12 C13 1.399(5) .
C13 C14 1.378(5) .
C14 C15 1.391(4) .
C15 C16 1.457(4) .
C16 N4 1.323(4) 5_656
C16 N1 1.379(4) .
C17 C22 1.370(5) .
C17 C18 1.418(5) .
C17 P1 1.795(4) .
C18 C19 1.369(5) .
C19 C20 1.379(6) .
C20 C21 1.358(7) .
C21 C22 1.395(6) .
N1 Fe1 1.942(3) .
N3 Fe1 1.947(3) .
Fe1 Br1 2.4586(4) 5_656
Fe1 Br1 2.4587(4) .
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
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_4
N4 C1 C2 C7 175.6(3) . .
N3 C1 C2 C7 -0.4(4) . .
N4 C1 C2 C3 -2.2(6) . .
N3 C1 C2 C3 -178.2(3) . .
C7 C2 C3 C4 -0.4(5) . .
C1 C2 C3 C4 177.1(4) . .
C2 C3 C4 C5 -0.2(6) . .
C3 C4 C5 C6 1.0(6) . .
C4 C5 C6 C7 -1.2(5) . .
C3 C2 C7 C6 0.1(5) . .
C1 C2 C7 C6 -177.9(3) . .
C3 C2 C7 C8 178.1(3) . .
C1 C2 C7 C8 0.1(4) . .
C5 C6 C7 C2 0.7(5) . .
C5 C6 C7 C8 -176.7(3) . .
C2 C7 C8 N2 -178.5(3) . .
C6 C7 C8 N2 -0.8(6) . .
C2 C7 C8 N3 0.3(4) . .
C6 C7 C8 N3 178.0(3) . .
N2 C9 C10 C15 -178.2(3) . .
N1 C9 C10 C15 1.4(4) . .
N2 C9 C10 C11 1.5(6) . .
N1 C9 C10 C11 -178.9(3) . .
C15 C10 C11 C12 0.0(5) . .
C9 C10 C11 C12 -179.6(3) . .
C10 C11 C12 C13 1.0(5) . .
C11 C12 C13 C14 -0.8(6) . .
C12 C13 C14 C15 -0.5(6) . .
C11 C10 C15 C14 -1.3(5) . .
C9 C10 C15 C14 178.4(3) . .
C11 C10 C15 C16 179.3(3) . .
C9 C10 C15 C16 -1.0(3) . .
C13 C14 C15 C10 1.5(5) . .
C13 C14 C15 C16 -179.3(3) . .
C10 C15 C16 N4 178.8(3) . 5_656
C14 C15 C16 N4 -0.5(6) . 5_656
C10 C15 C16 N1 0.2(4) . .
C14 C15 C16 N1 -179.0(3) . .
C22 C17 C18 C19 -1.5(6) . .
P1 C17 C18 C19 -176.1(3) . .
C17 C18 C19 C20 0.5(7) . .
C18 C19 C20 C21 0.2(7) . .
C19 C20 C21 C22 0.1(7) . .
C18 C17 C22 C21 1.8(6) . .
P1 C17 C22 C21 176.1(3) . .
C20 C21 C22 C17 -1.1(7) . .
N2 C9 N1 C16 178.3(3) . .
C10 C9 N1 C16 -1.3(3) . .
N2 C9 N1 Fe1 4.8(5) . .
C10 C9 N1 Fe1 -174.8(2) . .
N4 C16 N1 C9 -177.8(3) 5_656 .
C15 C16 N1 C9 0.7(3) . .
N4 C16 N1 Fe1 -4.2(5) 5_656 .
C15 C16 N1 Fe1 174.2(2) . .
N3 C8 N2 C9 -3.8(5) . .
C7 C8 N2 C9 174.8(3) . .
N1 C9 N2 C8 -2.9(5) . .
C10 C9 N2 C8 176.7(3) . .
N2 C8 N3 C1 178.2(3) . .
C7 C8 N3 C1 -0.6(3) . .
N2 C8 N3 Fe1 7.7(5) . .
C7 C8 N3 Fe1 -171.1(2) . .
N4 C1 N3 C8 -175.1(3) . .
C2 C1 N3 C8 0.7(3) . .
N4 C1 N3 Fe1 -4.5(5) . .
C2 C1 N3 Fe1 171.2(2) . .
N3 C1 N4 C16 -0.6(5) . 5_656
C2 C1 N4 C16 -175.8(3) . 5_656
C22 C17 P1 C17 -119.4(4) . 2
C18 C17 P1 C17 55.0(3) . 2
C22 C17 P1 C17 119.4(4) . 8_657
C18 C17 P1 C17 -66.2(2) . 8_657
C22 C17 P1 C17 1.7(3) . 7_567
C18 C17 P1 C17 176.2(3) . 7_567
