#------------------------------------------------------------------------------
#$Date: 2016-02-19 16:29:56 +0200 (Fri, 19 Feb 2016) $
#$Revision: 176759 $
#$URL: svn://www.crystallography.net/cod/cif/2/00/80/2008099.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_2008099
loop_
_publ_author_name
'Shinya Matsumoto'
'Keiji Matsuhama'
'Jin Mizuguchi'
_publ_contact_author
;
Prof. Jin Mizuguchi
Department of Applied Physics
Faculty of Engineering
Yokohama National University
79-5 Tokiwadai, Hodogaya-ku
240-8501 Yokohama, Japan
;
_publ_section_title
;
 β Metal-free phthalocyanine
;
_journal_issue                   1
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              131
_journal_page_last               133
_journal_paper_doi               10.1107/S0108270198011020
_journal_volume                  55
_journal_year                    1999
_chemical_formula_moiety         'C32 H18 N8'
_chemical_formula_sum            'C32 H18 N8'
_chemical_formula_weight         514.55
_chemical_name_systematic        'β phthalocyanine'
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yab'
_symmetry_space_group_name_H-M   'P 1 21/a 1'
_audit_creation_method           'from TEXRAY.INF file'
_cell_angle_alpha                90
_cell_angle_beta                 121.98(4)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   19.870(7)
_cell_length_b                   4.731(7)
_cell_length_c                   14.813(7)
_cell_measurement_reflns_used    20
_cell_measurement_temperature    296.2
_cell_measurement_theta_max      15.0
_cell_measurement_theta_min      14.5
_cell_volume                     1181(2)
_computing_cell_refinement       'Rigaku/AFC Diffractometer Control'
_computing_data_collection       'Rigaku/AFC Diffractometer Control'
_computing_data_reduction
'teXsan (Molecular Science Corporation, 1995)'
_computing_molecular_graphics    'ORTEPII  (Johnson, 1976)'
_computing_publication_material  TEXSAN
_computing_structure_refinement  TEXSAN
_computing_structure_solution    'SIR92 (Altomare et al., 1994)'
_diffrn_ambient_temperature      296.2
_diffrn_measurement_device       'Rigaku AFC7R'
_diffrn_measurement_method       ω-2θ
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'Rigaku rotating anode'
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.7107
_diffrn_reflns_av_R_equivalents  0.036
_diffrn_reflns_av_sigmaI/netI    0.077
_diffrn_reflns_limit_h_max       25
_diffrn_reflns_limit_h_min       -21
_diffrn_reflns_limit_k_max       0
_diffrn_reflns_limit_k_min       -6
_diffrn_reflns_limit_l_max       0
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            3149
_diffrn_reflns_reduction_process 'Lp corrections applied'
_diffrn_reflns_theta_max         27.49
_diffrn_reflns_theta_min         2.80
_diffrn_standards_decay_%        -0.94
_diffrn_standards_interval_count 150
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    0.091
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.959
_exptl_absorpt_correction_type   psi-scan
_exptl_absorpt_process_details   ' (North et al., 1968)'
_exptl_crystal_colour            'dark blue'
_exptl_crystal_density_diffrn    1.447
_exptl_crystal_density_meas      1.443
_exptl_crystal_description       prism
_exptl_crystal_F_000             532.00
_exptl_crystal_size_max          0.800
_exptl_crystal_size_mid          0.400
_exptl_crystal_size_min          0.100
_refine_diff_density_max         0.21
_refine_diff_density_min         -0.16
_refine_ls_extinction_coef       0.007(4)
_refine_ls_extinction_method
;
 Zachariasen (1967) type 2 Gaussian isotropic
;
_refine_ls_goodness_of_fit_all   1.124
_refine_ls_goodness_of_fit_obs   1.182
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_constraints    0
_refine_ls_number_parameters     185
_refine_ls_number_reflns         1868
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1018
_refine_ls_R_factor_obs          0.0552
_refine_ls_shift/esd_max         0.0080
_refine_ls_shift/esd_mean        0.0000
_refine_ls_structure_factor_coef F
_refine_ls_weighting_details     'w = 1/[σ²(Fo) + 0.00099|Fo|²]'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_all         0.0688
_refine_ls_wR_factor_obs         0.0592
_reflns_number_observed          1868
_reflns_number_total             3037
_reflns_observed_criterion       >sigma(I)
_cod_data_source_file            oa1066.cif
_cod_data_source_block           MfPc
_cod_depositor_comments
;
The following automatic conversions were performed:

'_refine_ls_weighting_scheme' value 'w = 1/[\s^2^(Fo) +
0.00099|Fo|^2^]' was changed to 'calc'. New tag
'_refine_ls_weighting_details' was created. The value of the new tag
was set to 'w = 1/[\s^2^(Fo) + 0.00099|Fo|^2^]'.

Automatic conversion script
Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas 
;
_cod_original_cell_volume        1181.0(10)
_cod_original_sg_symbol_H-M      'P 21/a'
_cod_database_code               2008099
_cod_database_fobs_code          2008099
loop_
_symmetry_equiv_pos_as_xyz
x,y,z
1/2-x,1/2+y,-z
-x,-y,-z
1/2+x,1/2-y,z
loop_
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_thermal_displace_type
_atom_site_calc_flag
_atom_site_calc_attached_atom
_atom_site_refinement_flags
_atom_site_occupancy
N1 -0.03440(10) 0.3077(4) -0.13450(10) 0.0337(5) Uani d . . 1.00
N2 0.07930(10) -0.0012(4) -0.07350(10) 0.0352(5) Uani d . . 1.00
N3 0.09990(10) 0.2818(4) 0.07610(10) 0.0337(5) Uani d . . 1.00
N4 0.16180(10) 0.4727(4) 0.25460(10) 0.0342(5) Uani d . . 1.00
C1 -0.10280(10) 0.3507(5) -0.2319(2) 0.0325(5) Uani d . . 1.00
C2 -0.10320(10) 0.1657(5) -0.3112(2) 0.0339(5) Uani d . . 1.00
C3 -0.15630(10) 0.1274(6) -0.4191(2) 0.0421(6) Uani d . . 1.00
C4 -0.1369(2) -0.0690(6) -0.4711(2) 0.0469(7) Uani d . . 1.00
C5 -0.0665(2) -0.2228(6) -0.4172(2) 0.0482(7) Uani d . . 1.00
C6 -0.01290(10) -0.1855(5) -0.3091(2) 0.0411(6) Uani d . . 1.00
C7 -0.03270(10) 0.0118(5) -0.2573(2) 0.0343(5) Uani d . . 1.00
C8 0.00920(10) 0.1041(5) -0.1465(2) 0.0327(5) Uani d . . 1.00
C9 0.11970(10) 0.0829(5) 0.0270(2) 0.0320(5) Uani d . . 1.00
C10 0.19740(10) -0.0285(5) 0.1051(2) 0.0334(5) Uani d . . 1.00
C11 0.24450(10) -0.2299(5) 0.0958(2) 0.0407(6) Uani d . . 1.00
C12 0.31740(10) -0.2883(6) 0.1857(2) 0.0459(7) Uani d . . 1.00
C13 0.34250(10) -0.1515(6) 0.2822(2) 0.0465(7) Uani d . . 1.00
C14 0.29580(10) 0.0477(5) 0.2916(2) 0.0409(6) Uani d . . 1.00
C15 0.22250(10) 0.1088(5) 0.2015(2) 0.0339(5) Uani d . . 1.00
C16 0.15970(10) 0.3046(5) 0.1815(2) 0.0323(5) Uani d . . 1.00
H3 -0.2044 0.2317 -0.4561 0.0505 Uiso calc . . 1.00
H3N 0.055(2) 0.393(6) 0.047(2) 0.0628 Uiso calc . . 1.00
H4 -0.1723 -0.0991 -0.5453 0.0563 Uiso calc . . 1.00
H5 -0.0550 -0.3562 -0.4552 0.0578 Uiso calc . . 1.00
H6 0.0352 -0.2898 -0.2721 0.0493 Uiso calc . . 1.00
H11 0.2272 -0.3233 0.0303 0.0488 Uiso calc . . 1.00
H12 0.3512 -0.4238 0.1819 0.0551 Uiso calc . . 1.00
H13 0.3929 -0.1968 0.3428 0.0558 Uiso calc . . 1.00
H14 0.3132 0.1397 0.3574 0.0490 Uiso calc . . 1.00
loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C 0.003 0.002
;International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.1)
;
H 0.000 0.000
;International Tables for Crystallography
(1992, Vol. C, Table 6.1.1.2)
;
N 0.006 0.003
;International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.1)
;
loop_
_diffrn_standard_refln_index_h
_diffrn_standard_refln_index_k
_diffrn_standard_refln_index_l
2 0 1
0 0 2
4 0 -1
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_2
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
C1 N1 C8 1_555 1_555 1_555 108.0(2) no
C8 N2 C9 1_555 1_555 1_555 123.6(2) no
C9 N3 C16 1_555 1_555 1_555 109.7(2) no
C9 N3 H3N 1_555 1_555 1_555 128.0(10) no
C16 N3 H3N 1_555 1_555 1_555 122.0(10) no
C1 N4 C16 3_565 1_555 1_555 121.9(2) no
N1 C1 N4 1_555 1_555 3_565 127.4(2) no
N1 C1 C2 1_555 1_555 1_555 109.6(2) no
N4 C1 C2 3_565 1_555 1_555 123.0(2) no
C1 C2 C3 1_555 1_555 1_555 133.0(2) no
C1 C2 C7 1_555 1_555 1_555 106.0(2) no
C3 C2 C7 1_555 1_555 1_555 120.9(2) yes
C2 C3 C4 1_555 1_555 1_555 117.6(2) yes
C2 C3 H3 1_555 1_555 1_555 121.2(2) no
C4 C3 H3 1_555 1_555 1_555 121.2(2) no
C3 C4 C5 1_555 1_555 1_555 121.4(2) yes
C3 C4 H4 1_555 1_555 1_555 119.3(3) no
C5 C4 H4 1_555 1_555 1_555 119.3(2) no
C4 C5 C6 1_555 1_555 1_555 121.3(2) yes
C4 C5 H5 1_555 1_555 1_555 119.3(2) no
C6 C5 H5 1_555 1_555 1_555 119.3(3) no
C5 C6 C7 1_555 1_555 1_555 117.0(2) yes
C5 C6 H6 1_555 1_555 1_555 121.5(2) no
C7 C6 H6 1_555 1_555 1_555 121.5(2) no
C2 C7 C6 1_555 1_555 1_555 121.7(2) yes
C2 C7 C8 1_555 1_555 1_555 106.9(2) no
C6 C7 C8 1_555 1_555 1_555 131.4(2) no
N1 C8 N2 1_555 1_555 1_555 128.4(2) no
N1 C8 C7 1_555 1_555 1_555 109.5(2) no
N2 C8 C7 1_555 1_555 1_555 122.2(2) no
N2 C9 N3 1_555 1_555 1_555 129.1(2) no
N2 C9 C10 1_555 1_555 1_555 122.8(2) no
N3 C9 C10 1_555 1_555 1_555 108.1(2) no
C9 C10 C11 1_555 1_555 1_555 131.1(2) no
C9 C10 C15 1_555 1_555 1_555 107.3(2) no
C11 C10 C15 1_555 1_555 1_555 121.6(2) yes
C10 C11 C12 1_555 1_555 1_555 117.4(2) yes
C10 C11 H11 1_555 1_555 1_555 121.3(2) no
C12 C11 H11 1_555 1_555 1_555 121.3(2) no
C11 C12 C13 1_555 1_555 1_555 121.1(2) yes
C11 C12 H12 1_555 1_555 1_555 119.4(3) no
C13 C12 H12 1_555 1_555 1_555 119.5(2) no
C12 C13 C14 1_555 1_555 1_555 121.6(2) yes
C12 C13 H13 1_555 1_555 1_555 119.2(3) no
C14 C13 H13 1_555 1_555 1_555 119.2(3) no
C13 C14 C15 1_555 1_555 1_555 117.7(2) yes
C13 C14 H14 1_555 1_555 1_555 121.2(2) no
C15 C14 H14 1_555 1_555 1_555 121.2(2) no
C10 C15 C14 1_555 1_555 1_555 120.6(2) yes
C10 C15 C16 1_555 1_555 1_555 106.6(2) no
C14 C15 C16 1_555 1_555 1_555 132.8(2) no
N3 C16 N4 1_555 1_555 1_555 127.4(2) no
N3 C16 C15 1_555 1_555 1_555 108.3(2) no
N4 C16 C15 1_555 1_555 1_555 124.3(2) no
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_1
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
N1 C1 1_555 1_555 1.376(3) no
N1 C8 1_555 1_555 1.369(3) no
N2 C8 1_555 1_555 1.327(3) no
N2 C9 1_555 1_555 1.324(3) no
N3 C9 1_555 1_555 1.368(3) no
N3 C16 1_555 1_555 1.376(3) no
N3 H3N 1_555 1_555 0.92(3) no
N4 C1 1_555 3_565 1.330(3) no
N4 C16 1_555 1_555 1.327(3) no
C1 C2 1_555 1_555 1.462(3) no
C2 C3 1_555 1_555 1.383(3) yes
C2 C7 1_555 1_555 1.395(3) yes
C3 C4 1_555 1_555 1.387(3) yes
C3 H3 1_555 1_555 0.950 no
C4 C5 1_555 1_555 1.392(4) yes
C4 H4 1_555 1_555 0.950 no
C5 C6 1_555 1_555 1.387(3) yes
C5 H5 1_555 1_555 0.950 no
C6 C7 1_555 1_555 1.391(3) yes
C6 H6 1_555 1_555 0.950 no
C7 C8 1_555 1_555 1.459(3) no
C9 C10 1_555 1_555 1.452(3) no
C10 C11 1_555 1_555 1.392(3) yes
C10 C15 1_555 1_555 1.399(3) yes
C11 C12 1_555 1_555 1.380(3) yes
C11 H11 1_555 1_555 0.950 no
C12 C13 1_555 1_555 1.399(4) yes
C12 H12 1_555 1_555 0.950 no
C13 C14 1_555 1_555 1.380(3) yes
C13 H13 1_555 1_555 0.950 no
C14 C15 1_555 1_555 1.389(3) yes
C14 H14 1_555 1_555 0.950 no
C15 C16 1_555 1_555 1.452(3) no
loop_
_geom_contact_atom_site_label_1
_geom_contact_atom_site_label_2
_geom_contact_distance
_geom_contact_site_symmetry_1
_geom_contact_site_symmetry_2
_geom_contact_publ_flag
N1 N3 3.378(3) 1_555 3_555 no
N1 C9 3.417(3) 1_555 3_555 no
N2 C12 3.405(3) 1_555 2_555 no
N2 H3N 3.45(3) 1_555 3_555 no
N2 H3N 3.53(3) 1_555 1_545 no
N3 C8 3.394(3) 1_555 3_555 no
N3 C11 3.577(3) 1_555 1_565 no
N4 C7 3.456(3) 1_555 3_555 no
N4 C15 3.483(3) 1_555 1_565 no
N4 C2 3.495(3) 1_555 3_555 no
N4 C10 3.555(3) 1_555 1_565 no
C1 C6 3.388(3) 1_555 1_565 no
C1 C15 3.422(3) 1_555 3_555 no
C1 C16 3.513(3) 1_555 3_555 no
C1 C7 3.524(3) 1_555 1_565 no
C2 C16 3.492(3) 1_555 3_555 no
C2 C5 3.546(4) 1_555 1_565 no
C2 C6 3.547(3) 1_555 1_565 no
C3 C5 3.547(4) 1_555 1_565 no
C7 C16 3.588(3) 1_555 3_555 no
C8 H3N 3.37(3) 1_555 3_555 no
C9 H3N 3.57(3) 1_555 1_545 no
C10 C16 3.563(3) 1_555 1_545 no
C11 C16 3.401(3) 1_555 1_545 no
C12 C15 3.496(3) 1_555 1_545 no
