#------------------------------------------------------------------------------
#$Date: 2016-03-21 18:42:27 +0200 (Mon, 21 Mar 2016) $
#$Revision: 178820 $
#$URL: svn://www.crystallography.net/cod/cif/4/10/74/4107421.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_4107421
loop_
_publ_author_name
'Antonio G. DiPasquale'
'James M. Mayer'
_publ_section_title
;
 Hydrogen Peroxide: A Poor Ligand to Gallium Tetraphenylporphyrin
;
_journal_name_full               'Journal of the American Chemical Society'
_journal_page_first              1812
_journal_page_last               1813
_journal_paper_doi               10.1021/ja077598w
_journal_volume                  130
_journal_year                    2008
_chemical_formula_sum            'C45 H31 Ga N4'
_chemical_formula_weight         697.46
_chemical_name_common            (TPP)GaCH3
_chemical_name_systematic
;
 ?
;
_space_group_IT_number           87
_symmetry_cell_setting           tetragonal
_symmetry_space_group_name_Hall  '-I 4'
_symmetry_space_group_name_H-M   'I 4/m'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   13.536(2)
_cell_length_b                   13.536(2)
_cell_length_c                   9.6581(17)
_cell_measurement_temperature    130(2)
_cell_volume                     1769.6(5)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      130(2)
_diffrn_measured_fraction_theta_full 0.971
_diffrn_measured_fraction_theta_max 0.972
_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  0.1027
_diffrn_reflns_av_sigmaI/netI    0.1262
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_number            1428
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         25.32
_diffrn_reflns_theta_min         3.01
_exptl_absorpt_coefficient_mu    0.815
_exptl_absorpt_correction_T_max  0.9527
_exptl_absorpt_correction_T_min  0.8283
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   HKL-2000
_exptl_crystal_colour            purple
_exptl_crystal_density_diffrn    1.309
_exptl_crystal_description       block
_exptl_crystal_F_000             720
_exptl_crystal_size_max          0.24
_exptl_crystal_size_mid          0.24
_exptl_crystal_size_min          0.06
_refine_diff_density_max         0.203
_refine_diff_density_min         -0.263
_refine_diff_density_rms         0.047
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.001
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     73
_refine_ls_number_reflns         839
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.001
_refine_ls_R_factor_all          0.1143
_refine_ls_R_factor_gt           0.0619
_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)+(0.0477P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1280
_refine_ls_wR_factor_ref         0.1458
_reflns_number_gt                501
_reflns_number_total             839
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ja077598w-file007.cif
_cod_data_source_block           import
_cod_original_cell_volume        1769.7(5)
_cod_database_code               4107421
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, z'
'-y, x, z'
'y, -x, z'
'x+1/2, y+1/2, z+1/2'
'-x+1/2, -y+1/2, z+1/2'
'-y+1/2, x+1/2, z+1/2'
'y+1/2, -x+1/2, z+1/2'
'-x, -y, -z'
'x, y, -z'
'y, -x, -z'
'-y, x, -z'
'-x+1/2, -y+1/2, -z+1/2'
'x+1/2, y+1/2, -z+1/2'
'y+1/2, -x+1/2, -z+1/2'
'-y+1/2, x+1/2, -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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
C1 C 0.4746(3) 0.7231(3) 0.5000 0.0428(12) Uani 1 2 d S
C2 C 0.5295(4) 0.8137(4) 0.5000 0.0552(14) Uani 1 2 d S
H2 H 0.5028 0.8786 0.5000 0.066 Uiso 1 2 calc SR
C3 C 0.6264(4) 0.7896(3) 0.5000 0.0515(13) Uani 1 2 d S
H3 H 0.6806 0.8342 0.5000 0.062 Uiso 1 2 calc SR
C4 C 0.6318(3) 0.6823(4) 0.5000 0.0475(12) Uani 1 2 d S
C5 C 0.7183(3) 0.6294(3) 0.5000 0.0456(12) Uani 1 2 d S
C6 C 0.8143(3) 0.6850(3) 0.5000 0.0455(12) Uani 1 2 d S
C7 C 0.8594(3) 0.7105(3) 0.3788(4) 0.0760(14) Uani 1 1 d .
H7 H 0.8302 0.6920 0.2931 0.091 Uiso 1 1 calc R
C8 C 0.9473(3) 0.7633(3) 0.3791(5) 0.0776(13) Uani 1 1 d .
H8 H 0.9773 0.7811 0.2938 0.093 Uiso 1 1 calc R
C9 C 0.9907(4) 0.7896(4) 0.5000 0.0564(15) Uani 1 2 d S
H9 H 1.0507 0.8261 0.5000 0.068 Uiso 1 2 calc SR
C10 C 0.5000 0.5000 0.2326(17) 0.072(5) Uani 0.50 4 d SP
H10A H 0.5643 0.4772 0.1988 0.108 Uiso 0.13 1 calc P
H10B H 0.4876 0.5671 0.1988 0.108 Uiso 0.13 1 calc P
H10C H 0.4481 0.4557 0.1988 0.108 Uiso 0.13 1 calc P
Ga1 Ga 0.5000 0.5000 0.44517(16) 0.0499(6) Uani 0.50 4 d SP
N1 N 0.5368(3) 0.6433(3) 0.5000 0.0431(10) Uani 1 2 d S
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'
Ga Ga 0.2307 1.6083 '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'
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 C1 C5 125.3(4) . 3_655
N1 C1 C2 110.9(4) . .
C5 C1 C2 123.9(4) 3_655 .
C3 C2 C1 107.2(4) . .
C3 C2 H2 126.4 . .
C1 C2 H2 126.4 . .
C2 C3 C4 106.9(4) . .
C2 C3 H3 126.6 . .
C4 C3 H3 126.6 . .
C5 C4 N1 126.2(4) . .
C5 C4 C3 124.4(4) . .
N1 C4 C3 109.4(4) . .
C4 C5 C1 124.1(4) . 11_566
C4 C5 C6 118.4(4) . .
C1 C5 C6 117.4(4) 11_566 .
C7 C6 C7 118.2(5) 10_556 .
C7 C6 C5 120.9(2) 10_556 .
C7 C6 C5 120.9(2) . .
C6 C7 C8 120.8(4) . .
C6 C7 H7 119.6 . .
C8 C7 H7 119.6 . .
C9 C8 C7 120.6(4) . .
C9 C8 H8 119.7 . .
C7 C8 H8 119.7 . .
C8 C9 C8 119.0(5) . 10_556
C8 C9 H9 120.5 . .
C8 C9 H9 120.5 10_556 .
Ga1 C10 H10A 109.5 . .
Ga1 C10 H10B 109.5 . .
H10A C10 H10B 109.5 . .
Ga1 C10 H10C 109.5 . .
H10A C10 H10C 109.5 . .
H10B C10 H10C 109.5 . .
Ga1 Ga1 C10 180.000(6) 9_666 .
Ga1 Ga1 N1 75.19(5) 9_666 3_655
C10 Ga1 N1 104.81(5) . 3_655
Ga1 Ga1 N1 75.19(5) 9_666 11_566
C10 Ga1 N1 104.81(5) . 11_566
N1 Ga1 N1 150.37(10) 3_655 11_566
Ga1 Ga1 N1 75.19(5) 9_666 .
C10 Ga1 N1 104.81(5) . .
N1 Ga1 N1 86.25(2) 3_655 .
N1 Ga1 N1 86.25(2) 11_566 .
Ga1 Ga1 N1 75.19(5) 9_666 9_666
C10 Ga1 N1 104.81(5) . 9_666
N1 Ga1 N1 86.25(2) 3_655 9_666
N1 Ga1 N1 86.25(2) 11_566 9_666
N1 Ga1 N1 150.37(10) . 9_666
C1 N1 C4 105.6(3) . .
C1 N1 Ga1 126.2(3) . .
C4 N1 Ga1 125.3(3) . .
C1 N1 Ga1 126.2(3) . 9_666
C4 N1 Ga1 125.3(3) . 9_666
Ga1 N1 Ga1 29.63(10) . 9_666
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
C1 N1 1.369(6) .
C1 C5 1.409(6) 3_655
C1 C2 1.434(6) .
C2 C3 1.351(6) .
C2 H2 0.9500 .
C3 C4 1.454(6) .
C3 H3 0.9500 .
C4 C5 1.373(6) .
C4 N1 1.391(6) .
C5 C1 1.409(6) 11_566
C5 C6 1.502(6) .
C6 C7 1.365(4) 10_556
C6 C7 1.365(4) .
C7 C8 1.387(5) .
C7 H7 0.9500 .
C8 C9 1.355(5) .
C8 H8 0.9500 .
C9 C8 1.355(5) 10_556
C9 H9 0.9500 .
C10 Ga1 2.053(17) .
C10 H10A 0.9800 .
C10 H10B 0.9800 .
C10 H10C 0.9800 .
Ga1 Ga1 1.059(3) 9_666
Ga1 N1 2.071(3) 3_655
Ga1 N1 2.071(3) 11_566
Ga1 N1 2.071(3) .
Ga1 N1 2.071(3) 9_666
N1 Ga1 2.071(3) 9_666
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
N1 C1 C2 C3 0.0 . .
C5 C1 C2 C3 180.0 3_655 .
C1 C2 C3 C4 0.0 . .
C2 C3 C4 C5 180.0 . .
C2 C3 C4 N1 0.0 . .
N1 C4 C5 C1 0.0 . 11_566
C3 C4 C5 C1 180.0 . 11_566
N1 C4 C5 C6 180.0 . .
C3 C4 C5 C6 0.0 . .
C4 C5 C6 C7 90.3(4) . 10_556
C1 C5 C6 C7 -89.7(4) 11_566 10_556
C4 C5 C6 C7 -90.3(4) . .
C1 C5 C6 C7 89.7(4) 11_566 .
C7 C6 C7 C8 -1.6(8) 10_556 .
C5 C6 C7 C8 179.0(4) . .
C6 C7 C8 C9 0.7(7) . .
C7 C8 C9 C8 0.4(9) . 10_556
C5 C1 N1 C4 180.0 3_655 .
C2 C1 N1 C4 0.0 . .
C5 C1 N1 Ga1 18.48(10) 3_655 .
C2 C1 N1 Ga1 -161.52(10) . .
C5 C1 N1 Ga1 -18.48(10) 3_655 9_666
C2 C1 N1 Ga1 161.52(10) . 9_666
C5 C4 N1 C1 180.0 . .
C3 C4 N1 C1 0.0 . .
C5 C4 N1 Ga1 -18.26(10) . .
C3 C4 N1 Ga1 161.74(10) . .
C5 C4 N1 Ga1 18.26(10) . 9_666
C3 C4 N1 Ga1 -161.74(10) . 9_666
Ga1 Ga1 N1 C1 -101.18(13) 9_666 .
C10 Ga1 N1 C1 78.82(13) . .
N1 Ga1 N1 C1 -25.52(15) 3_655 .
N1 Ga1 N1 C1 -176.84(11) 11_566 .
N1 Ga1 N1 C1 -101.18(13) 9_666 .
Ga1 Ga1 N1 C4 100.79(13) 9_666 .
C10 Ga1 N1 C4 -79.21(13) . .
N1 Ga1 N1 C4 176.45(12) 3_655 .
N1 Ga1 N1 C4 25.13(16) 11_566 .
N1 Ga1 N1 C4 100.79(13) 9_666 .
C10 Ga1 N1 Ga1 180.0 . 9_666
N1 Ga1 N1 Ga1 75.66(4) 3_655 9_666
N1 Ga1 N1 Ga1 -75.66(4) 11_566 9_666
N1 Ga1 N1 Ga1 0.0 9_666 9_666
