Ring-strain release in neutral and dicationic 7,8,17,18-tetrabromo-5,10,15,20-tetraphenylporphyrin: crystal structures of C~44~H~26~Br~4~N~4~ and C~44~H~28~Br~4~N~4~^2+^·2ClO~4~^{-^}·3CH~2~Cl~2~
Scheidt, W. Robert; Duval, Hugues F.; Oliver, Allen G.; Acta Crystallographica Section E 72 (2016) 824–828; doi:10.1107/S2056989016007349

data_2241691
_publ_section_title
;
 Ring-strain release in neutral and dicationic
 7,8,17,18-tetrabromo-5,10,15,20-tetraphenylporphyrin: crystal structures
 of C~44~H~26~Br~4~N~4~ and
 C~44~H~28~Br~4~N~4~^2+^&#x00B7;2ClO~4~^{-^}&#x00B7;3CH~2~Cl~2~
;
_journal_coeditor_code           HB7580
_journal_issue                   6
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              824
_journal_page_last               828
_journal_paper_doi               10.1107/S2056989016007349
_journal_volume                  72
_journal_year                    2016
_chemical_formula_iupac          'C44 H28 Br4 N4 2+, 2Cl O4 -, 3C H2 Cl2'
_chemical_formula_moiety         'C44 H28 Br4 N4, 2(Cl O4), 3(C H2 Cl2)'
_chemical_formula_sum            'C47 H34 Br4 Cl8 N4 O8'
_chemical_formula_weight         1386.02
_chemical_name_systematic
;
7,8,17,18-Tetrabromo-5,10,15,20-tetraphenylporphyrin(2+)
bis(perchlorate) dichloromethane trisolvate
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           7
_space_group_name_Hall           'P -2yac'
_space_group_name_H-M_alt        'P 1 n 1'
_symmetry_space_group_name_Hall  'P -2yac'
_symmetry_space_group_name_H-M   'P 1 n 1'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-2014/7
_cell_angle_alpha                90
_cell_angle_beta                 96.67(3)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   12.903(3)
_cell_length_b                   13.761(3)
_cell_length_c                   14.876(3)
_cell_measurement_reflns_used    250
_cell_measurement_temperature    130(2)
_cell_measurement_theta_max      20.5
_cell_measurement_theta_min      1.05
_cell_volume                     2623.5(10)
_computing_cell_refinement
;
MADNES (Pflugrath & Messerschmidt, 1989)
;
_computing_data_collection
;
MADNES (Pflugrath & Messerschmidt, 1989)
;
_computing_data_reduction
;
MADNES (Pflugrath & Messerschmidt, 1989)
;
_computing_molecular_graphics
;
<i>OLEX2</i> (Dolomanov <i>et al.</i>, 2009) and
Mercury (Macrae <i>et al.</i>, 2008)
;
_computing_publication_material
;
publCIF (Westrip, 2010)
;
_computing_structure_refinement
;
SHELXL2014 (Sheldrick, 2015)
;
_computing_structure_solution
;
SHELXS97 (Sheldrick, 2008)
;
_diffrn_ambient_temperature      130(2)
_diffrn_detector_area_resol_mean 8.53
_diffrn_measured_fraction_theta_full 0.940
_diffrn_measured_fraction_theta_max 0.849
_diffrn_measurement_device_type  'Enraf--Nonius fast area-detector'
_diffrn_measurement_method       'ELLIPSOID-MASK FITTING'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'ROTATING ANODE'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            11251
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         29.976
_diffrn_reflns_theta_min         2.471
_exptl_absorpt_coefficient_mu    3.532
_exptl_absorpt_correction_T_max  1.00
_exptl_absorpt_correction_T_min  0.65
_exptl_absorpt_correction_type   refdelf
_exptl_absorpt_process_details
;
(DIFABS; Walker & Stuart, 1983)
;
_exptl_crystal_colour            blue-green
_exptl_crystal_density_diffrn    1.755
_exptl_crystal_description       prism
_exptl_crystal_F_000             1368
_exptl_crystal_size_max          0.330
_exptl_crystal_size_mid          0.170
_exptl_crystal_size_min          0.060
_refine_diff_density_max         1.033
_refine_diff_density_min         -1.054
_refine_ls_abs_structure_details
;
Classical Flack method preferred over Parsons because s.u. lower
(Flack, 1983)
;
_refine_ls_abs_structure_Flack   -0.032(14)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.060
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     640
_refine_ls_number_reflns         11251
_refine_ls_number_restraints     2
_refine_ls_restrained_S_all      1.059
_refine_ls_R_factor_all          0.0848
_refine_ls_R_factor_gt           0.0596
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0886P)^2^+17.5195P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1509
_refine_ls_wR_factor_ref         0.1851
_reflns_number_gt                8745
_reflns_number_total             11251
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            hb7580sup1.cif
_cod_data_source_block           II
_cod_database_code               2241691
_shelx_estimated_absorpt_t_min   0.389
_shelx_estimated_absorpt_t_max   0.816
_shelx_hkl_checksum              96332
_shelx_res_checksum              70043
_cod_database_fobs_code 2241691