#------------------------------------------------------------------------------
#$Date: 2015-04-02 13:22:18 +0200 (Thu, 02 Apr 2015) $
#$Revision: 134621 $
#$URL: svn://www.crystallography.net/cod/cif/2/00/33/2003351.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/. The original data for this entry
# were provided by IUCr Journals, http://journals.iucr.org/.
#
# The file may be used within the scientific community so long as
# proper attribution is given to the journal article from which the
# data were obtained.
#
data_2003351
loop_
_publ_author_name
'Zou, J.-Z.'
'Xu, Z.'
'Li, M.'
'You, X.-Z.'
'Wang, H.-Q.'
_publ_section_title
;
 7,8,17,18-Tetrabromo-5,10,15,20-tetraphenylporphyrin,
 C~44~H~26~Br~4~N~4~
;
_journal_issue                   4
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              760
_journal_page_last               761
_journal_paper_doi               10.1107/S0108270194000053
_journal_volume                  51
_journal_year                    1995
_chemical_compound_source
; From layering a solution of (I) in CHCl~3~ with petroleum
(333-363 K)--piperidine
;
_chemical_formula_sum            'C44 H26 Br4 N4'
_chemical_formula_weight         930
_space_group_IT_number           13
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yac'
_symmetry_space_group_name_H-M   'P 1 2/n 1'
_atom_type_scat_source           IntTabIV
_cell_angle_alpha                90.
_cell_angle_beta                 101.4(9)
_cell_angle_gamma                90.
_cell_formula_units_Z            2
_cell_length_a                   13.945(8)
_cell_length_b                   6.751(8)
_cell_length_c                   19.326(3)
_cell_measurement_reflns_used    25
_cell_measurement_temperature    293
_cell_measurement_theta_max      14
_cell_measurement_theta_min      10
_cell_volume                     1784(6)
_diffrn_measurement_device       'Enraf-Nonius CAD-4'
_diffrn_measurement_method       \w/2\q
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.022
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            3532
_diffrn_reflns_theta_max         25
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    4.5
_exptl_absorpt_correction_T_max  1.12
_exptl_absorpt_correction_T_min  0.73
_exptl_absorpt_correction_type   empirical
_exptl_crystal_colour            Purple
_exptl_crystal_density_diffrn    1.73
_exptl_crystal_density_meas      1.774
_exptl_crystal_description       Prism
_exptl_crystal_size_max          0.4
_exptl_crystal_size_mid          0.3
_exptl_crystal_size_min          0.2
_refine_diff_density_max         0.64
_refine_diff_density_min         0.0
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_obs   3.89
_refine_ls_hydrogen_treatment    noref
_refine_ls_number_parameters     283
_refine_ls_number_reflns         1517
_refine_ls_R_factor_obs          0.074
_refine_ls_shift/esd_max         0.08
_refine_ls_structure_factor_coef F
_refine_ls_weighting_details     'w = 1/\sF^2^'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_obs         0.081
_reflns_number_observed          1931
_reflns_number_total             2204
_reflns_observed_criterion       F~o~>3\s(F~o~)
_[local]_cod_data_source_file    hu1026.cif
_[local]_cod_data_source_block   hu1026a
_[local]_cod_cif_authors_sg_H-M  'P 21/n'
_[local]_cod_cif_authors_sg_Hall '-P 2yn'
_cod_depositor_comments
;
The following automatic conversions were performed:

'_refine_ls_weighting_scheme' value '1/\sF^2^' was changed to 'calc'.
New tag '_refine_ls_weighting_details' was created. The value of the
new tag was set to 'w = 1/\sF^2^'.

Automatic conversion script
Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas 
;
_cod_original_cell_volume        1783.3
_cod_database_code               2003351
loop_
_symmetry_equiv_pos_as_xyz
x,y,z
-x,-y,-z
1/2+x,-y,1/2+z
-1/2-x,+y,-1/2-z
loop_
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_B_iso_or_equiv
Br1 .3823(1) .4604(3) .0159(1) 5.07(4)
Br2 .2451(1) .7266(2) .10589(8) 3.72(3)
C12 .2054(9) .479(2) .0658(7) 2.6(3)
C13 .2557(9) .385(2) .0241(7) 2.4(3)
C11 .117(1) .368(2) .0668(7) 2.6(3)
C14 .1984(9) .211(2) -.0047(7) 2.02(2)
N1 .1145(7) .207(2) .0230(5) 2.3(2)
N2 .0778(7) -.153(1) -.0622(6) 2.0(2)
C1 .0491(9) .405(2) .1083(7) 2.5(3)
C2 .2222(9) .078(2) -.0532(7) 2.4(3)
C21 .0691(9) .555(2) .1648(7) 2.5(3)
C22 .136(1) .514(2) .2272(7) 3.4(3)
C23 .152(1) .651(2) .2808(7) 3.3(3)
C24 .104(1) .827(2) .2732(9) 4.6(4)
C25 .040(1) .873(2) .2133(9) 4.3(4)
C26 .020(1) .737(2) .1597(7) 3.3(3)
C31 .3055(9) .110(2) -.0875(7) 2.7(3)
C32 .295(1) .259(3) -.1409(9) 4.9(4)
C33 .460(1) .185(3) -.1560(9) 5.7(5)
C34 .381(1) .299(3) -.170(1) 5.7(5)
C35 .469(1) .034(4) -.106(1) 6.0(5)
C36 .388(1) .001(2) -.0732(8) 4.0(3)
C41 .165(1) -.089(2) -.0778(7) 2.6(3)
C42 .1831(9) -.219(2) -.1345(6) 2.6(3)
C43 .105(1) -.344(2) -.1504(7) 3.2(3)
C44 .0397(9) -.310(2) -.1052(7) 2.2(2)
HN2 .0478 -.0969 -.0267 ?
H22 .171 .389 .232 ?
H23 .197 .622 .324 ?
H24 .116 .922 .311 ?
H25 .007 .999 .209 ?
H26 -.028 .766 .118 ?
H32 .244 .352 -.162 ?
H33 .525 .126 -.154 ?
H34 .333 .400 -.188 ?
H35 .532 -.028 -.104 ?
H36 .392 -.103 -.039 ?
H42 .240 -.215 -.156 ?
H43 .082 -.457 -.180 ?
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
Br2 C12 C13 . . 122.0(10) yes
Br2 C12 C11 . . 130.0(10) yes
C13 C12 C11 . . 108.0(10) yes
Br1 C13 C12 . . 123.0(10) yes
Br1 C13 C14 . . 129.0(10) yes
C12 C13 C14 . . 108.0(10) yes
C11 N1 C14 . . 108.0(10) yes
C41 N2 C44 . . 111.0(10) yes
C11 C1 C21 . . 120.0(10) yes
C11 C1 C44 . 2 127.0(10) yes
C21 C1 C44 . 2 113.0(10) yes
C14 C2 C31 . . 122.0(10) yes
C14 C2 C41 . . 123.0(10) yes
C31 C2 C41 . . 114.0(10) yes
C12 C11 C1 . . 127.0(10) yes
N1 C11 C1 . . 124.0(10) yes
C13 C14 N1 . . 108.0(10) yes
C13 C14 C2 . . 126.0(10) yes
N1 C14 C2 . . 126.0(10) yes
N2 C41 C2 . . 130.0(10) yes
N2 C41 C42 . . 105.0(10) yes
C2 C41 C42 . . 124.0(10) yes
C41 C42 C43 . . 107.0(10) yes
C42 C43 C44 . . 110.0(10) yes
N2 C44 C1 . 2 128.0(10) yes
N2 C44 C43 . . 106.0(10) yes
C1 C44 C43 2 . 126.0(10) yes
C12 C11 N1 . . 109.0(10) yes
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
Br1 C13 . 1.860(10) yes
Br2 C12 . 1.880(10) yes
C12 C13 . 1.33(2) yes
C12 C11 . 1.45(2) yes
C13 C14 . 1.47(2) yes
N1 C11 . 1.38(2) yes
N1 C14 . 1.38(2) yes
N2 C41 . 1.38(2) yes
N2 C44 . 1.38(2) yes
C1 C11 . 1.38(2) yes
C1 C21 . 1.47(2) yes
C1 C44 2 1.39(2) yes
C2 C14 . 1.38(2) yes
C2 C31 . 1.46(2) yes
C2 C41 . 1.41(2) yes
C21 C22 . 1.40(2) no
C21 C26 . 1.40(2) no
C22 C23 . 1.37(2) no
C22 H22 . 0.968(14) no
C23 C24 . 1.36(2) no
C23 H23 . 0.962(13) no
C24 C25 . 1.35(2) no
C24 H24 . 0.97(2) no
C25 C26 . 1.37(2) no
C25 H25 . 0.963(15) no
C26 H26 . 0.957(13) no
C31 C32 . 1.43(2) no
C31 C36 . 1.35(2) no
C32 C34 . 1.44(3) no
C32 H32 . 0.98(2) no
C33 C34 . 1.33(3) no
C33 C35 . 1.39(3) no
C33 H33 . 0.98(2) no
C34 H34 . 0.97(2) no
C35 C36 . 1.42(3) no
C35 H35 . 0.97(2) no
C41 C42 . 1.47(2) yes
C42 C43 . 1.36(2) yes
C42 H42 . 0.962(13) no
C43 C44 . 1.40(2) yes
C43 H43 . 0.975(15) no