#------------------------------------------------------------------------------
#$Date: 2016-03-23 00:43:47 +0200 (Wed, 23 Mar 2016) $
#$Revision: 179125 $
#$URL: svn://www.crystallography.net/cod/cif/4/30/87/4308724.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_4308724
loop_
_publ_author_name
'Natasza Sprutta'
'Sankar Prasad Rath'
'Marilyn M. Olmstead'
'Alan L. Balch'
_publ_section_title
;
Metal Complexes of meso-Amino-octaethylporphyrin and the Oxidation of
NiII(meso-amino-octaethylporphyrin)
;
_journal_name_full               'Inorganic Chemistry'
_journal_page_first              1452
_journal_page_last               1459
_journal_paper_doi               10.1021/ic0486623
_journal_volume                  44
_journal_year                    2005
_chemical_formula_moiety         'C36 H45 Cu N5'
_chemical_formula_sum            'C36 H45 Cu N5'
_chemical_formula_weight         611.31
_chemical_name_common            Cu(OEP-NH2)
_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                65.95(3)
_cell_angle_beta                 89.64(3)
_cell_angle_gamma                86.76(3)
_cell_formula_units_Z            1
_cell_length_a                   4.7346(9)
_cell_length_b                   13.096(3)
_cell_length_c                   13.422(3)
_cell_measurement_reflns_used    49
_cell_measurement_temperature    130(2)
_cell_measurement_theta_max      29.8
_cell_measurement_theta_min      4.0
_cell_volume                     758.6(3)
_computing_cell_refinement       'Siemens P3-PC'
_computing_data_collection       'Siemens P3-PC'
_computing_data_reduction        'Siemens XDISK'
_computing_molecular_graphics    'SHELXTL 5.1 (Sheldrick, 1994)'
_computing_publication_material  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      130(2)
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'Siemens P4'
_diffrn_measurement_method       ω
_diffrn_radiation_monochromator  'nickel filter'
_diffrn_radiation_source         'Cu rotating anode'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0247
_diffrn_reflns_av_sigmaI/netI    0.0201
_diffrn_reflns_limit_h_max       5
_diffrn_reflns_limit_h_min       -5
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            1957
_diffrn_reflns_theta_full        55.79
_diffrn_reflns_theta_max         55.79
_diffrn_reflns_theta_min         3.61
_diffrn_standards_decay_%        1.4
_diffrn_standards_interval_count 198
_diffrn_standards_number         2
_exptl_absorpt_coefficient_mu    1.266
_exptl_absorpt_correction_T_max  0.9055
_exptl_absorpt_correction_T_min  0.8427
_exptl_absorpt_correction_type   refdelf
_exptl_absorpt_process_details
;XABS2, Parkin, S., Moezzi, B. and Hope, H. J. Appl. Crystallogr. 28 (1995)
53-56.
;
_exptl_crystal_colour            violet
_exptl_crystal_density_diffrn    1.338
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       needle
_exptl_crystal_F_000             325
_exptl_crystal_size_max          0.14
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.08
_refine_diff_density_max         0.434
_refine_diff_density_min         -0.316
_refine_diff_density_rms         0.057
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.051
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     206
_refine_ls_number_reflns         1943
_refine_ls_number_restraints     3
_refine_ls_restrained_S_all      1.050
_refine_ls_R_factor_all          0.0428
_refine_ls_R_factor_gt           0.0391
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0481P)²+1.1603P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0963
_refine_ls_wR_factor_ref         0.1014
_reflns_number_gt                1802
_reflns_number_total             1943
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            ic0486623si20050112_113330_3.cif
_cod_data_source_block           ns01
_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 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius 
;
_cod_database_code               4308724
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
_atom_site_disorder_assembly
_atom_site_disorder_group
Cu1 Cu 0.5000 0.5000 0.5000 0.0202(2) Uani 1 2 d S . .
N1 N 0.8011(5) 0.43943(19) 0.42823(19) 0.0219(6) Uani 1 1 d . . .
N2 N 0.5991(5) 0.37037(19) 0.64285(19) 0.0217(6) Uani 1 1 d . . .
N3 N 1.2140(12) 0.1894(5) 0.6227(5) 0.0355(13) Uani 0.50 1 d PD A 1
H3B H 1.361(9) 0.206(6) 0.574(3) 0.043 Uiso 0.50 1 d PD B 1
H3A H 1.270(12) 0.171(6) 0.694(2) 0.043 Uiso 0.50 1 d PD C 1
C1 C 0.8646(6) 0.4852(2) 0.3186(2) 0.0217(7) Uani 1 1 d . . .
C2 C 1.0852(6) 0.4173(2) 0.2965(2) 0.0228(7) Uani 1 1 d . . .
C3 C 1.1583(6) 0.3312(2) 0.3930(2) 0.0245(7) Uani 1 1 d . . .
C4 C 0.9817(6) 0.3458(2) 0.4750(2) 0.0225(7) Uani 1 1 d . A .
C5 C 0.9832(6) 0.2743(2) 0.5856(2) 0.0239(7) Uani 1 1 d . . .
H5A H 1.1267 0.2135 0.6107 0.029 Uiso 0.50 1 d P D 2
C6 C 0.7983(6) 0.2821(2) 0.6625(2) 0.0224(7) Uani 1 1 d . A .
C7 C 0.7825(6) 0.2008(2) 0.7747(2) 0.0243(7) Uani 1 1 d . . .
C8 C 0.5785(6) 0.2422(2) 0.8227(2) 0.0246(7) Uani 1 1 d . . .
C9 C 0.5312(6) 0.6522(2) 0.2594(2) 0.0222(7) Uani 1 1 d . . .
C10 C 0.7430(6) 0.5841(2) 0.2424(2) 0.0237(7) Uani 1 1 d . . .
H10 H 0.8121 0.6082 0.1702 0.028 Uiso 1 1 calc R . .
C11 C 1.1978(7) 0.4374(3) 0.1854(3) 0.0311(8) Uani 1 1 d . . .
H11A H 1.4002 0.4114 0.1930 0.037 Uiso 1 1 calc R . .
H11B H 1.1850 0.5189 0.1395 0.037 Uiso 1 1 calc R . .
C12 C 1.0411(8) 0.3784(3) 0.1281(3) 0.0393(8) Uani 1 1 d . . .
H12A H 1.0508 0.2977 0.1734 0.059 Uiso 1 1 calc R . .
H12B H 1.1284 0.3925 0.0577 0.059 Uiso 1 1 calc R . .
H12C H 0.8428 0.4070 0.1162 0.059 Uiso 1 1 calc R . .
C13 C 1.3711(7) 0.2360(3) 0.4077(3) 0.0397(9) Uani 1 1 d . . .
H13A H 1.4866 0.2191 0.4744 0.048 Uiso 1 1 calc R . .
H13B H 1.4997 0.2596 0.3448 0.048 Uiso 1 1 calc R . .
C14 C 1.2345(8) 0.1302(3) 0.4170(3) 0.0456(9) Uani 1 1 d . . .
H14A H 1.1314 0.0995 0.4854 0.068 Uiso 1 1 calc R . .
H14B H 1.3814 0.0748 0.4161 0.068 Uiso 1 1 calc R . .
H14C H 1.1028 0.1481 0.3553 0.068 Uiso 1 1 calc R . .
C15 C 0.9380(7) 0.0875(3) 0.8246(3) 0.0320(8) Uani 1 1 d . A .
H15A H 0.9159 0.0562 0.9047 0.038 Uiso 1 1 calc R . .
H15B H 1.1421 0.0963 0.8094 0.038 Uiso 1 1 calc R . .
C16 C 0.8320(8) 0.0053(3) 0.7811(3) 0.0390(8) Uani 1 1 d . . .
H16A H 0.6285 -0.0018 0.7935 0.058 Uiso 1 1 calc R A .
H16B H 0.9322 -0.0681 0.8191 0.058 Uiso 1 1 calc R . .
H16C H 0.8673 0.0329 0.7027 0.058 Uiso 1 1 calc R . .
C17 C 0.4807(7) 0.1910(2) 0.9390(2) 0.0286(7) Uani 1 1 d . . .
H17A H 0.5245 0.1090 0.9691 0.034 Uiso 1 1 calc R A .
H17B H 0.2728 0.2038 0.9395 0.034 Uiso 1 1 calc R . .
C18 C 0.6172(7) 0.2382(3) 1.0123(2) 0.0338(8) Uani 1 1 d . A .
H18A H 0.5714 0.3191 0.9839 0.051 Uiso 1 1 calc R . .
H18B H 0.8229 0.2240 1.0138 0.051 Uiso 1 1 calc R . .
H18C H 0.5451 0.2019 1.0864 0.051 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 0.0181 0.0091 '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 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cu Cu -1.9646 0.5888 '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
_geom_angle_publ_flag
N2 Cu1 N2 179.999(1) 2_666 . ?
N2 Cu1 N1 88.98(10) 2_666 2_666 ?
N2 Cu1 N1 91.02(10) . 2_666 ?
N2 Cu1 N1 91.02(10) 2_666 . ?
N2 Cu1 N1 88.98(10) . . ?
N1 Cu1 N1 180.00(12) 2_666 . ?
C4 N1 C1 105.6(2) . . ?
C4 N1 Cu1 128.60(19) . . ?
C1 N1 Cu1 125.79(19) . . ?
C9 N2 C6 105.6(2) 2_666 . ?
C9 N2 Cu1 126.34(19) 2_666 . ?
C6 N2 Cu1 127.95(19) . . ?
C5 N3 H3B 112(4) . . ?
C5 N3 H3A 113(4) . . ?
H3B N3 H3A 114(3) . . ?
C10 C1 N1 124.9(3) . . ?
C10 C1 C2 124.9(3) . . ?
N1 C1 C2 110.2(3) . . ?
C3 C2 C1 107.0(3) . . ?
C3 C2 C11 127.7(3) . . ?
C1 C2 C11 125.3(3) . . ?
C2 C3 C4 106.9(3) . . ?
C2 C3 C13 125.3(3) . . ?
C4 C3 C13 127.7(3) . . ?
N1 C4 C5 123.8(3) . . ?
N1 C4 C3 110.3(3) . . ?
C5 C4 C3 125.9(3) . . ?
C6 C5 C4 126.2(3) . . ?
C6 C5 N3 118.0(3) . . ?
C4 C5 N3 115.7(3) . . ?
C6 C5 H5A 116.9 . . ?
C4 C5 H5A 116.9 . . ?
C5 C6 N2 124.3(3) . . ?
C5 C6 C7 125.7(3) . . ?
N2 C6 C7 110.1(3) . . ?
C8 C7 C6 106.5(3) . . ?
C8 C7 C15 126.6(3) . . ?
C6 C7 C15 126.6(3) . . ?
C7 C8 C9 107.0(3) . 2_666 ?
C7 C8 C17 128.1(3) . . ?
C9 C8 C17 124.9(3) 2_666 . ?
N2 C9 C10 124.7(3) 2_666 . ?
N2 C9 C8 110.7(3) 2_666 2_666 ?
C10 C9 C8 124.5(3) . 2_666 ?
C1 C10 C9 127.1(3) . . ?
C1 C10 H10 116.5 . . ?
C9 C10 H10 116.5 . . ?
C2 C11 C12 113.4(3) . . ?
C2 C11 H11A 108.9 . . ?
C12 C11 H11A 108.9 . . ?
C2 C11 H11B 108.9 . . ?
C12 C11 H11B 108.9 . . ?
H11A C11 H11B 107.7 . . ?
C11 C12 H12A 109.5 . . ?
C11 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
C11 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C3 C13 C14 112.9(3) . . ?
C3 C13 H13A 109.0 . . ?
C14 C13 H13A 109.0 . . ?
C3 C13 H13B 109.0 . . ?
C14 C13 H13B 109.0 . . ?
H13A C13 H13B 107.8 . . ?
C13 C14 H14A 109.5 . . ?
C13 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
C13 C14 H14C 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C7 C15 C16 112.8(3) . . ?
C7 C15 H15A 109.0 . . ?
C16 C15 H15A 109.0 . . ?
C7 C15 H15B 109.0 . . ?
C16 C15 H15B 109.0 . . ?
H15A C15 H15B 107.8 . . ?
C15 C16 H16A 109.5 . . ?
C15 C16 H16B 109.5 . . ?
H16A C16 H16B 109.5 . . ?
C15 C16 H16C 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
C8 C17 C18 113.3(2) . . ?
C8 C17 H17A 108.9 . . ?
C18 C17 H17A 108.9 . . ?
C8 C17 H17B 108.9 . . ?
C18 C17 H17B 108.9 . . ?
H17A C17 H17B 107.7 . . ?
C17 C18 H18A 109.5 . . ?
C17 C18 H18B 109.5 . . ?
H18A C18 H18B 109.5 . . ?
C17 C18 H18C 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Cu1 N2 2.012(2) 2_666 ?
Cu1 N2 2.012(2) . ?
Cu1 N1 2.017(2) 2_666 ?
Cu1 N1 2.017(2) . ?
N1 C4 1.375(4) . ?
N1 C1 1.382(4) . ?
N2 C9 1.373(4) 2_666 ?
N2 C6 1.387(4) . ?
N3 C5 1.448(6) . ?
N3 H3B 0.92(2) . ?
N3 H3A 0.92(2) . ?
C1 C10 1.379(4) . ?
C1 C2 1.441(4) . ?
C2 C3 1.356(4) . ?
C2 C11 1.504(4) . ?
C3 C4 1.444(4) . ?
C3 C13 1.506(4) . ?
C4 C5 1.395(4) . ?
C5 C6 1.381(4) . ?
C5 H5A 0.9658 . ?
C6 C7 1.451(4) . ?
C7 C8 1.364(4) . ?
C7 C15 1.504(4) . ?
C8 C9 1.443(4) 2_666 ?
C8 C17 1.507(4) . ?
C9 N2 1.373(4) 2_666 ?
C9 C10 1.383(4) . ?
C9 C8 1.443(4) 2_666 ?
C10 H10 0.9500 . ?
C11 C12 1.514(5) . ?
C11 H11A 0.9900 . ?
C11 H11B 0.9900 . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
C13 C14 1.521(5) . ?
C13 H13A 0.9900 . ?
C13 H13B 0.9900 . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C14 H14C 0.9800 . ?
C15 C16 1.527(5) . ?
C15 H15A 0.9900 . ?
C15 H15B 0.9900 . ?
C16 H16A 0.9800 . ?
C16 H16B 0.9800 . ?
C16 H16C 0.9800 . ?
C17 C18 1.523(4) . ?
C17 H17A 0.9900 . ?
C17 H17B 0.9900 . ?
C18 H18A 0.9800 . ?
C18 H18B 0.9800 . ?
C18 H18C 0.9800 . ?
