#------------------------------------------------------------------------------
#$Date: 2016-03-23 20:43:57 +0200 (Wed, 23 Mar 2016) $
#$Revision: 179421 $
#$URL: svn://www.crystallography.net/cod/cif/4/33/18/4331896.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/. The original data for this entry
# were provided the Crystal Eye server at
# http://wwmm.ch.cam.ac.uk/crystaleye/, created by Nick Day at the
# Peter Murray-Rust laboratory.
#
# 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_4331896
loop_
_publ_author_name
'Cissell, Julie A.'
'Vaid, Thomas P.'
'Rheingold, Arnold L.'
_publ_section_title
;
 Aluminum Tetraphenylporphyrin and Aluminum Phthalocyanine Neutral
 Radicals
;
_journal_issue                   6
_journal_name_full               'Inorganic Chemistry'
_journal_page_first              2367
_journal_page_last               2369
_journal_paper_doi               10.1021/ic051794r
_journal_volume                  45
_journal_year                    2006
_chemical_formula_sum            'C60 H60 Al N4 O4'
_chemical_formula_weight         928.10
_chemical_name_systematic
; 

 ? 

;
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                99.211(3)
_cell_angle_beta                 105.117(3)
_cell_angle_gamma                99.864(3)
_cell_formula_units_Z            1
_cell_length_a                   10.0334(19)
_cell_length_b                   11.262(2)
_cell_length_c                   11.698(2)
_cell_measurement_reflns_used    3394
_cell_measurement_temperature    218(2)
_cell_measurement_theta_max      28.19
_cell_measurement_theta_min      2.33
_cell_volume                     1227.7(4)
_computing_cell_refinement       'Bruker SMART'
_computing_data_collection       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      218(2)
_diffrn_measured_fraction_theta_full 0.819
_diffrn_measured_fraction_theta_max 0.819
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0177
_diffrn_reflns_av_sigmaI/netI    0.0343
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            5744
_diffrn_reflns_theta_full        25.99
_diffrn_reflns_theta_max         25.99
_diffrn_reflns_theta_min         2.16
_exptl_absorpt_coefficient_mu    0.095
_exptl_absorpt_correction_T_max  0.9813
_exptl_absorpt_correction_T_min  0.9630
_exptl_absorpt_correction_type   semi-empirical
_exptl_absorpt_process_details   sadabs
_exptl_crystal_colour            green?
_exptl_crystal_density_diffrn    1.255
_exptl_crystal_density_meas      0
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             493
_exptl_crystal_size_max          0.40
_exptl_crystal_size_mid          0.30
_exptl_crystal_size_min          0.20
_refine_diff_density_max         0.285
_refine_diff_density_min         -0.252
_refine_diff_density_rms         0.052
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.031
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     268
_refine_ls_number_reflns         3962
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.031
_refine_ls_R_factor_all          0.0689
_refine_ls_R_factor_gt           0.0574
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.1200P)²+0.2000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1712
_refine_ls_wR_factor_ref         0.1810
_reflns_number_gt                3143
_reflns_number_total             3962
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ic051794rsup2.cif
_cod_data_source_block           vaid4
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Triclinic' changed to 'triclinic'
according to /home/saulius/struct/CIF-dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 from 2011-04-26.

Automatic conversion script
Id: cif_fix_values 1891 2012-01-12 08:04:46Z andrius 
;
_cod_original_sg_symbol_H-M      P-1
_cod_database_code               4331896
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -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
Al1 Al 0.5000 0.0000 0.0000 0.0326(3) Uani 1 2 d S
O1 O 0.45719(18) 0.15752(13) 0.07411(12) 0.0409(4) Uani 1 1 d .
N1 N 0.3898(2) 0.01581(15) -0.16291(14) 0.0335(5) Uani 1 1 d .
N2 N 0.3238(2) -0.09701(16) 0.01823(15) 0.0347(5) Uani 1 1 d .
C1 C 0.5764(3) 0.14864(19) -0.21660(18) 0.0372(6) Uani 1 1 d .
C2 C 0.4402(3) 0.08302(19) -0.23870(17) 0.0354(6) Uani 1 1 d .
C3 C 0.3260(3) 0.0793(2) -0.34329(19) 0.0433(6) Uani 1 1 d .
H3A H 0.3326 0.1173 -0.4081 0.052 Uiso 1 1 calc R
C4 C 0.2079(3) 0.0120(2) -0.33240(19) 0.0425(6) Uani 1 1 d .
H4A H 0.1168 -0.0058 -0.3879 0.051 Uiso 1 1 calc R
C5 C 0.2467(3) -0.02788(19) -0.21968(17) 0.0359(6) Uani 1 1 d .
C6 C 0.1513(3) -0.09521(19) -0.17521(18) 0.0367(6) Uani 1 1 d .
C7 C 0.1887(3) -0.12865(19) -0.06255(18) 0.0384(6) Uani 1 1 d .
C8 C 0.0942(3) -0.2029(2) -0.0183(2) 0.0468(6) Uani 1 1 d .
H8A H -0.0030 -0.2352 -0.0566 0.056 Uiso 1 1 calc R
C9 C 0.1713(3) -0.2188(2) 0.0910(2) 0.0483(7) Uani 1 1 d .
H9A H 0.1368 -0.2643 0.1420 0.058 Uiso 1 1 calc R
C10 C 0.3117(3) -0.1543(2) 0.11291(18) 0.0388(6) Uani 1 1 d .
C11 C 0.6095(3) 0.2201(2) -0.30686(18) 0.0380(6) Uani 1 1 d .
C12 C 0.6042(3) 0.3421(2) -0.2942(2) 0.0529(7) Uani 1 1 d .
H12A H 0.5775 0.3802 -0.2287 0.063 Uiso 1 1 calc R
C13 C 0.6371(4) 0.4106(2) -0.3750(2) 0.0589(8) Uani 1 1 d .
H13A H 0.6329 0.4943 -0.3642 0.071 Uiso 1 1 calc R
C14 C 0.6761(3) 0.3561(2) -0.4715(2) 0.0507(7) Uani 1 1 d .
H14A H 0.6985 0.4019 -0.5271 0.061 Uiso 1 1 calc R
C15 C 0.6817(4) 0.2357(3) -0.4852(2) 0.0589(8) Uani 1 1 d .
H15A H 0.7087 0.1982 -0.5508 0.071 Uiso 1 1 calc R
C16 C 0.6486(3) 0.1668(2) -0.4048(2) 0.0542(8) Uani 1 1 d .
H16A H 0.6525 0.0830 -0.4166 0.065 Uiso 1 1 calc R
C17 C -0.0011(3) -0.1343(2) -0.24893(19) 0.0375(6) Uani 1 1 d .
C18 C -0.1018(3) -0.0769(2) -0.2195(2) 0.0523(7) Uani 1 1 d .
H18A H -0.0743 -0.0111 -0.1516 0.063 Uiso 1 1 calc R
C19 C -0.2418(3) -0.1136(3) -0.2874(3) 0.0657(8) Uani 1 1 d .
H19A H -0.3088 -0.0728 -0.2658 0.079 Uiso 1 1 calc R
C20 C -0.2840(3) -0.2093(3) -0.3862(3) 0.0641(9) Uani 1 1 d .
H20A H -0.3799 -0.2347 -0.4322 0.077 Uiso 1 1 calc R
C21 C -0.1871(4) -0.2672(3) -0.4174(2) 0.0630(9) Uani 1 1 d .
H21A H -0.2165 -0.3332 -0.4853 0.076 Uiso 1 1 calc R
C22 C -0.0449(3) -0.2307(2) -0.3506(2) 0.0529(7) Uani 1 1 d .
H22A H 0.0216 -0.2709 -0.3740 0.064 Uiso 1 1 calc R
C23 C 0.5589(4) 0.2540(3) 0.1671(3) 0.0716(10) Uani 1 1 d .
H23A H 0.5810 0.2275 0.2444 0.086 Uiso 1 1 calc R
H23B H 0.6467 0.2741 0.1453 0.086 Uiso 1 1 calc R
C24 C 0.4976(4) 0.3600(3) 0.1778(4) 0.1053(15) Uani 1 1 d .
H24A H 0.5462 0.4246 0.1464 0.126 Uiso 1 1 calc R
H24B H 0.5080 0.3929 0.2632 0.126 Uiso 1 1 calc R
C25 C 0.3484(4) 0.3231(3) 0.1089(3) 0.0699(10) Uani 1 1 d .
H25A H 0.3207 0.3854 0.0635 0.084 Uiso 1 1 calc R
H25B H 0.2894 0.3123 0.1629 0.084 Uiso 1 1 calc R
C26 C 0.3326(3) 0.2037(3) 0.0244(2) 0.0605(8) Uani 1 1 d .
H26A H 0.2462 0.1451 0.0201 0.073 Uiso 1 1 calc R
H26B H 0.3280 0.2167 -0.0573 0.073 Uiso 1 1 calc R
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'
Al Al 0.0645 0.0514 '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'
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
N1 Al1 N1 180.0 . 2_655
N1 Al1 N2 90.64(8) . 2_655
N1 Al1 N2 89.36(8) 2_655 2_655
N1 Al1 N2 89.36(8) . .
N1 Al1 N2 90.64(8) 2_655 .
N2 Al1 N2 180.0 2_655 .
N1 Al1 O1 90.58(7) . 2_655
N1 Al1 O1 89.42(7) 2_655 2_655
N2 Al1 O1 90.31(7) 2_655 2_655
N2 Al1 O1 89.69(7) . 2_655
N1 Al1 O1 89.42(7) . .
N1 Al1 O1 90.58(7) 2_655 .
N2 Al1 O1 89.69(7) 2_655 .
N2 Al1 O1 90.31(7) . .
O1 Al1 O1 180.0 2_655 .
C23 O1 C26 109.03(19) . .
C23 O1 Al1 124.39(16) . .
C26 O1 Al1 125.17(13) . .
C5 N1 C2 105.57(16) . .
C5 N1 Al1 127.74(15) . .
C2 N1 Al1 126.48(15) . .
C7 N2 C10 104.53(18) . .
C7 N2 Al1 128.28(14) . .
C10 N2 Al1 127.09(15) . .
C2 C1 C10 124.1(2) . 2_655
C2 C1 C11 118.81(19) . .
C10 C1 C11 117.1(2) 2_655 .
C1 C2 N1 126.46(19) . .
C1 C2 C3 124.0(2) . .
N1 C2 C3 109.5(2) . .
C4 C3 C2 107.9(2) . .
C3 C4 C5 107.2(2) . .
N1 C5 C6 126.29(19) . .
N1 C5 C4 109.9(2) . .
C6 C5 C4 123.8(2) . .
C5 C6 C7 123.5(2) . .
C5 C6 C17 119.13(19) . .
C7 C6 C17 117.3(2) . .
N2 C7 C6 124.8(2) . .
N2 C7 C8 110.81(19) . .
C6 C7 C8 124.4(2) . .
C9 C8 C7 106.8(2) . .
C8 C9 C10 107.3(2) . .
N2 C10 C1 125.0(2) . 2_655
N2 C10 C9 110.53(19) . .
C1 C10 C9 124.5(2) 2_655 .
C12 C11 C16 117.6(2) . .
C12 C11 C1 120.7(2) . .
C16 C11 C1 121.7(2) . .
C11 C12 C13 121.7(2) . .
C14 C13 C12 119.8(2) . .
C15 C14 C13 119.1(2) . .
C14 C15 C16 121.3(3) . .
C15 C16 C11 120.5(2) . .
C18 C17 C22 118.0(2) . .
C18 C17 C6 121.7(2) . .
C22 C17 C6 120.3(2) . .
C19 C18 C17 121.4(3) . .
C20 C19 C18 120.2(3) . .
C21 C20 C19 119.7(3) . .
C20 C21 C22 121.0(3) . .
C21 C22 C17 119.8(3) . .
C24 C23 O1 107.5(3) . .
C23 C24 C25 108.7(3) . .
C24 C25 C26 105.4(3) . .
O1 C26 C25 105.8(2) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Al1 N1 1.9907(16) .
Al1 N1 1.9907(16) 2_655
Al1 N2 1.9937(19) 2_655
Al1 N2 1.9937(19) .
Al1 O1 2.0114(15) 2_655
Al1 O1 2.0115(15) .
O1 C23 1.438(3) .
O1 C26 1.453(3) .
N1 C5 1.378(3) .
N1 C2 1.390(3) .
N2 C7 1.384(3) .
N2 C10 1.389(3) .
C1 C2 1.375(3) .
C1 C10 1.406(3) 2_655
C1 C11 1.495(3) .
C2 C3 1.431(3) .
C3 C4 1.340(4) .
C4 C5 1.440(3) .
C5 C6 1.379(3) .
C6 C7 1.403(3) .
C6 C17 1.495(3) .
C7 C8 1.410(3) .
C8 C9 1.367(3) .
C9 C10 1.407(4) .
C10 C1 1.406(3) 2_655
C11 C12 1.369(3) .
C11 C16 1.386(3) .
C12 C13 1.382(4) .
C13 C14 1.377(4) .
C14 C15 1.352(4) .
C15 C16 1.381(4) .
C17 C18 1.375(4) .
C17 C22 1.392(3) .
C18 C19 1.374(4) .
C19 C20 1.365(5) .
C20 C21 1.353(5) .
C21 C22 1.390(4) .
C23 C24 1.436(4) .
C24 C25 1.454(5) .
C25 C26 1.494(3) .
