#------------------------------------------------------------------------------
#$Date: 2016-02-20 00:18:51 +0200 (Sat, 20 Feb 2016) $
#$Revision: 176760 $
#$URL: svn://www.crystallography.net/cod/cif/2/01/55/2015599.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_2015599
loop_
_publ_author_name
'Sankar Muniappan'
'Sophia Lipstman'
'Israel Goldberg'
_publ_section_title
;Poly[[[μ-5,10,15,20-tetrakis(4-methoxycarbonylphenyl)porphyrinato(2--)]zinc(II)]
 N,N'-dimethylacetamide disolvate]
;
_journal_coeditor_code           GA3024
_journal_issue                   10
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              m495
_journal_page_last               m497
_journal_paper_doi               10.1107/S0108270106035840
_journal_volume                  62
_journal_year                    2006
_chemical_formula_iupac          '[Zn (C52 H36 N4 O8)] , 2C4 H9 N O'
_chemical_formula_moiety         'C52 H36 N4 O8 Zn , 2C4 H9 N O'
_chemical_formula_sum            'C60 H54 N6 O10 Zn'
_chemical_formula_weight         1084.46
_chemical_name_systematic
;
Poly[[[μ-5,10,15,20-tetrakis(4-carbomethoxyphenyl)porphyrinato(2-)]zinc(II)]
N,N'-dimethylacetamide disolvate]
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL97
_cell_angle_alpha                90.00
_cell_angle_beta                 91.675(3)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   13.8014(4)
_cell_length_b                   8.9030(4)
_cell_length_c                   21.1399(9)
_cell_measurement_reflns_used    5531
_cell_measurement_temperature    110(2)
_cell_measurement_theta_max      27.88
_cell_measurement_theta_min      1.41
_cell_volume                     2596.43(18)
_computing_cell_refinement       'DENZO (Otwinowski & Minor, 1997)'
_computing_data_collection       'COLLECT (Nonius, 1999)'
_computing_data_reduction        DENZO
_computing_molecular_graphics    'ORTEPIII (Burnett & Johnson, 1996)'
_computing_publication_material  SHELXL97
_computing_structure_refinement  'SHELXL97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      110(2)
_diffrn_detector_area_resol_mean 12.8
_diffrn_measured_fraction_theta_full 0.989
_diffrn_measured_fraction_theta_max 0.989
_diffrn_measurement_device_type  'Nonius KappaCCD area-detector'
_diffrn_measurement_method       '1° φ'
_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  0.0810
_diffrn_reflns_av_sigmaI/netI    0.0733
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       27
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_number            19518
_diffrn_reflns_theta_full        27.89
_diffrn_reflns_theta_max         27.89
_diffrn_reflns_theta_min         2.39
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.541
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            red
_exptl_crystal_density_diffrn    1.387
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       needle
_exptl_crystal_F_000             1132
_exptl_crystal_size_max          0.45
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.10
_refine_diff_density_max         0.634
_refine_diff_density_min         -0.544
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.078
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     354
_refine_ls_number_reflns         6135
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.078
_refine_ls_R_factor_all          0.0982
_refine_ls_R_factor_gt           0.0642
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w = 1/[σ²(Fo²)+(0.0204P)²+3.6188P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1043
_refine_ls_wR_factor_ref         0.1156
_reflns_number_gt                4518
_reflns_number_total             6135
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            ga3024.cif
_cod_data_source_block           I
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               2015599
_cod_database_fobs_code          2015599
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'
loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_occupancy
Zn Zn 0.5000 0.5000 0.5000 0.01652(12) Uani d S 1
C C1 0.50651(18) 0.7233(3) 0.61000(12) 0.0178(6) Uani d . 1
C C2 0.55096(19) 0.8623(3) 0.63019(13) 0.0223(6) Uani d . 1
H H2 0.5421 0.9116 0.6695 0.027 Uiso calc R 1
C C3 0.60761(19) 0.9098(3) 0.58306(13) 0.0221(6) Uani d . 1
H H3 0.6458 0.9986 0.5829 0.027 Uiso calc R 1
C C4 0.59897(18) 0.8000(3) 0.53307(12) 0.0181(6) Uani d . 1
C C5 0.64958(18) 0.8049(3) 0.47596(12) 0.0174(5) Uani d . 1
C C6 0.64447(18) 0.6959(3) 0.42805(12) 0.0170(5) Uani d . 1
C C7 0.69243(19) 0.7061(3) 0.36823(13) 0.0215(6) Uani d . 1
H H7 0.7334 0.7851 0.3550 0.026 Uiso calc R 1
C C8 0.66763(19) 0.5813(3) 0.33466(13) 0.0207(6) Uani d . 1
H H8 0.6885 0.5561 0.2936 0.025 Uiso calc R 1
C C9 0.60354(17) 0.4940(3) 0.37303(11) 0.0168(5) Uani d . 1
C C10 0.55909(18) 0.3588(3) 0.35461(12) 0.0176(5) Uani d . 1
N N11 0.53677(14) 0.6880(2) 0.55030(10) 0.0167(5) Uani d . 1
N N12 0.59107(15) 0.5663(2) 0.42966(10) 0.0157(5) Uani d . 1
C C13 0.71720(18) 0.9338(3) 0.46742(12) 0.0167(5) Uani d . 1
C C14 0.81698(19) 0.9071(3) 0.46342(13) 0.0203(6) Uani d . 1
H H14 0.8412 0.8075 0.4673 0.024 Uiso calc R 1
C C15 0.88033(18) 1.0248(3) 0.45392(12) 0.0209(6) Uani d . 1
H H15 0.9478 1.0055 0.4514 0.025 Uiso calc R 1
C C16 0.84606(18) 1.1710(3) 0.44803(12) 0.0184(6) Uani d . 1
C C17 0.74705(18) 1.1991(3) 0.45322(12) 0.0182(6) Uani d . 1
H H17 0.7231 1.2989 0.4499 0.022 Uiso calc R 1
C C18 0.68365(19) 1.0811(3) 0.46330(12) 0.0189(6) Uani d . 1
H H18 0.6165 1.1011 0.4674 0.023 Uiso calc R 1
C C19 0.91657(19) 1.2924(3) 0.43530(13) 0.0217(6) Uani d . 1
O O20 1.00352(14) 1.2801(2) 0.44232(11) 0.0351(5) Uani d . 1
O O21 0.87361(13) 1.4178(2) 0.41391(10) 0.0277(5) Uani d . 1
C C22 0.9374(2) 1.5408(3) 0.39855(17) 0.0342(8) Uani d . 1
H H22A 0.9691 1.5788 0.4374 0.051 Uiso calc R 1
H H22B 0.8995 1.6215 0.3782 0.051 Uiso calc R 1
H H22C 0.9866 1.5052 0.3696 0.051 Uiso calc R 1
C C23 0.58595(18) 0.2923(3) 0.29207(12) 0.0173(5) Uani d . 1
C C24 0.6668(2) 0.1985(4) 0.28915(13) 0.0337(8) Uani d . 1
H H24 0.7042 0.1779 0.3266 0.040 Uiso calc R 1
C C25 0.6928(2) 0.1353(4) 0.23242(13) 0.0324(8) Uani d . 1
H H25 0.7473 0.0703 0.2311 0.039 Uiso calc R 1
C C26 0.63931(18) 0.1666(3) 0.17711(12) 0.0188(6) Uani d . 1
C C27 0.55851(19) 0.2590(3) 0.17987(12) 0.0197(6) Uani d . 1
H H27 0.5216 0.2809 0.1424 0.024 Uiso calc R 1
C C28 0.53155(19) 0.3195(3) 0.23715(12) 0.0206(6) Uani d . 1
H H28 0.4751 0.3803 0.2388 0.025 Uiso calc R 1
C C29 0.66900(18) 0.1086(3) 0.11456(12) 0.0177(6) Uani d . 1
O O30 0.62883(13) 0.1405(2) 0.06465(8) 0.0213(4) Uani d . 1
O O31 0.74769(13) 0.0207(2) 0.11978(8) 0.0246(5) Uani d . 1
C C32 0.7877(2) -0.0283(4) 0.06075(13) 0.0279(7) Uani d . 1
H H32A 0.7356 -0.0676 0.0329 0.042 Uiso calc R 1
H H32B 0.8358 -0.1073 0.0692 0.042 Uiso calc R 1
H H32C 0.8188 0.0569 0.0401 0.042 Uiso calc R 1
O O33 1.0124(2) 0.3466(3) 0.16201(13) 0.0611(8) Uani d . 1
C C34 0.9438(3) 0.4405(5) 0.16349(16) 0.0443(9) Uani d . 1
C C35 0.8486(3) 0.4059(5) 0.1322(2) 0.0632(12) Uani d . 1
H H35A 0.8517 0.3074 0.1117 0.095 Uiso calc R 1
H H35B 0.8331 0.4829 0.1004 0.095 Uiso calc R 1
H H35C 0.7983 0.4046 0.1639 0.095 Uiso calc R 1
N N36 0.9567(2) 0.5682(4) 0.19365(15) 0.0463(8) Uani d . 1
C C37 1.0521(2) 0.6100(5) 0.22035(19) 0.0535(11) Uani d . 1
H H37A 1.0989 0.5304 0.2116 0.080 Uiso calc R 1
H H37B 1.0479 0.6234 0.2662 0.080 Uiso calc R 1
H H37C 1.0733 0.7041 0.2011 0.080 Uiso calc R 1
C C38 0.8806(3) 0.6828(5) 0.1978(2) 0.0608(12) Uani d . 1
H H38A 0.8951 0.7666 0.1696 0.091 Uiso calc R 1
H H38B 0.8782 0.7195 0.2415 0.091 Uiso calc R 1
H H38C 0.8179 0.6388 0.1853 0.091 Uiso calc R 1
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'
O O 0.0106 0.0060 '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'
Zn Zn 0.2839 1.4301 '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_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
N11 Zn N11 . 3_666 180.0 ?
N11 Zn N12 . 3_666 90.37(8) ?
N11 Zn N12 3_666 3_666 89.63(8) ?
N11 Zn N12 . . 89.63(8) yes
N11 Zn N12 3_666 . 90.37(8) yes
N12 Zn N12 3_666 . 180.0 ?
N11 C1 C10 . 3_666 126.1(2) ?
N11 C1 C2 . . 109.3(2) ?
C10 C1 C2 3_666 . 124.6(2) ?
C3 C2 C1 . . 107.5(2) ?
C3 C2 H2 . . 126.2 ?
C1 C2 H2 . . 126.2 ?
C2 C3 C4 . . 106.9(2) ?
C2 C3 H3 . . 126.6 ?
C4 C3 H3 . . 126.6 ?
N11 C4 C5 . . 125.3(2) ?
N11 C4 C3 . . 109.7(2) ?
C5 C4 C3 . . 124.9(2) ?
C6 C5 C4 . . 125.4(2) ?
C6 C5 C13 . . 117.6(2) ?
C4 C5 C13 . . 117.0(2) ?
N12 C6 C5 . . 125.5(2) ?
N12 C6 C7 . . 109.6(2) ?
C5 C6 C7 . . 124.9(2) ?
C8 C7 C6 . . 106.9(2) ?
C8 C7 H7 . . 126.6 ?
C6 C7 H7 . . 126.6 ?
C7 C8 C9 . . 107.2(2) ?
C7 C8 H8 . . 126.4 ?
C9 C8 H8 . . 126.4 ?
N12 C9 C10 . . 125.4(2) ?
N12 C9 C8 . . 109.4(2) ?
C10 C9 C8 . . 125.2(2) ?
C1 C10 C9 3_666 . 125.9(2) ?
C1 C10 C23 3_666 . 116.4(2) ?
C9 C10 C23 . . 117.7(2) ?
C4 N11 C1 . . 106.6(2) ?
C4 N11 Zn . . 127.32(17) ?
C1 N11 Zn . . 126.01(17) ?
C6 N12 C9 . . 106.9(2) ?
C6 N12 Zn . . 126.79(17) ?
C9 N12 Zn . . 126.08(18) ?
C18 C13 C14 . . 118.8(2) ?
C18 C13 C5 . . 121.6(2) ?
C14 C13 C5 . . 119.7(2) ?
C15 C14 C13 . . 120.4(3) ?
C15 C14 H14 . . 119.8 ?
C13 C14 H14 . . 119.8 ?
C14 C15 C16 . . 120.5(2) ?
C14 C15 H15 . . 119.7 ?
C16 C15 H15 . . 119.7 ?
C15 C16 C17 . . 119.5(2) ?
C15 C16 C19 . . 118.4(2) ?
C17 C16 C19 . . 122.1(3) ?
C18 C17 C16 . . 120.0(3) ?
C18 C17 H17 . . 120.0 ?
C16 C17 H17 . . 120.0 ?
C17 C18 C13 . . 120.8(2) ?
C17 C18 H18 . . 119.6 ?
C13 C18 H18 . . 119.6 ?
O20 C19 O21 . . 123.1(3) ?
O20 C19 C16 . . 124.4(3) ?
O21 C19 C16 . . 112.5(2) ?
C19 O21 C22 . . 116.2(2) ?
O21 C22 H22A . . 109.5 ?
O21 C22 H22B . . 109.5 ?
H22A C22 H22B . . 109.5 ?
O21 C22 H22C . . 109.5 ?
H22A C22 H22C . . 109.5 ?
H22B C22 H22C . . 109.5 ?
C28 C23 C24 . . 118.8(2) ?
C28 C23 C10 . . 121.8(2) ?
C24 C23 C10 . . 119.4(2) ?
C25 C24 C23 . . 120.7(3) ?
C25 C24 H24 . . 119.7 ?
C23 C24 H24 . . 119.7 ?
C24 C25 C26 . . 120.2(3) ?
C24 C25 H25 . . 119.9 ?
C26 C25 H25 . . 119.9 ?
C27 C26 C25 . . 119.3(2) ?
C27 C26 C29 . . 119.0(2) ?
C25 C26 C29 . . 121.6(2) ?
C28 C27 C26 . . 120.2(2) ?
C28 C27 H27 . . 119.9 ?
C26 C27 H27 . . 119.9 ?
C23 C28 C27 . . 120.8(2) ?
C23 C28 H28 . . 119.6 ?
C27 C28 H28 . . 119.6 ?
O30 C29 O31 . . 123.9(2) ?
O30 C29 C26 . . 124.2(2) ?
O31 C29 C26 . . 111.9(2) ?
C29 O31 C32 . . 115.7(2) ?
O31 C32 H32A . . 109.5 ?
O31 C32 H32B . . 109.5 ?
H32A C32 H32B . . 109.5 ?
O31 C32 H32C . . 109.5 ?
H32A C32 H32C . . 109.5 ?
H32B C32 H32C . . 109.5 ?
O33 C34 N36 . . 119.6(4) ?
O33 C34 C35 . . 120.4(4) ?
N36 C34 C35 . . 120.0(4) ?
C34 C35 H35A . . 109.5 ?
C34 C35 H35B . . 109.5 ?
H35A C35 H35B . . 109.5 ?
C34 C35 H35C . . 109.5 ?
H35A C35 H35C . . 109.5 ?
H35B C35 H35C . . 109.5 ?
C34 N36 C37 . . 120.9(3) ?
C34 N36 C38 . . 123.0(3) ?
C37 N36 C38 . . 115.9(3) ?
N36 C37 H37A . . 109.5 ?
N36 C37 H37B . . 109.5 ?
H37A C37 H37B . . 109.5 ?
N36 C37 H37C . . 109.5 ?
H37A C37 H37C . . 109.5 ?
H37B C37 H37C . . 109.5 ?
N36 C38 H38A . . 109.5 ?
N36 C38 H38B . . 109.5 ?
H38A C38 H38B . . 109.5 ?
N36 C38 H38C . . 109.5 ?
H38A C38 H38C . . 109.5 ?
H38B C38 H38C . . 109.5 ?
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
Zn N11 . 2.039(2) yes
Zn N11 3_666 2.039(2) ?
Zn N12 3_666 2.061(2) ?
Zn N12 . 2.061(2) yes
Zn O30 2_655 2.540(2) yes
Zn O30 4_566 2.540(2) ?
C1 N11 . 1.377(3) ?
C1 C10 3_666 1.398(4) ?
C1 C2 . 1.440(4) ?
C2 C3 . 1.352(4) ?
C2 H2 . 0.9500 ?
C3 C4 . 1.442(4) ?
C3 H3 . 0.9500 ?
C4 N11 . 1.372(3) ?
C4 C5 . 1.413(3) ?
C5 C6 . 1.403(4) ?
C5 C13 . 1.493(4) ?
C6 N12 . 1.370(3) ?
C6 C7 . 1.447(3) ?
C7 C8 . 1.357(4) ?
C7 H7 . 0.9500 ?
C8 C9 . 1.445(4) ?
C8 H8 . 0.9500 ?
C9 N12 . 1.374(3) ?
C9 C10 . 1.401(4) ?
C10 C1 3_666 1.398(4) ?
C10 C23 . 1.505(3) ?
C13 C18 . 1.393(4) ?
C13 C14 . 1.403(4) ?
C14 C15 . 1.383(4) ?
C14 H14 . 0.9500 ?
C15 C16 . 1.389(4) ?
C15 H15 . 0.9500 ?
C16 C17 . 1.397(4) ?
C16 C19 . 1.484(4) ?
C17 C18 . 1.387(4) ?
C17 H17 . 0.9500 ?
C18 H18 . 0.9500 ?
C19 O20 . 1.210(3) ?
C19 O21 . 1.336(3) ?
O21 C22 . 1.447(3) ?
C22 H22A . 0.9800 ?
C22 H22B . 0.9800 ?
C22 H22C . 0.9800 ?
C23 C28 . 1.385(4) ?
C23 C24 . 1.396(4) ?
C24 C25 . 1.382(4) ?
C24 H24 . 0.9500 ?
C25 C26 . 1.393(4) ?
C25 H25 . 0.9500 ?
C26 C27 . 1.389(4) ?
C26 C29 . 1.488(4) ?
C27 C28 . 1.386(4) ?
C27 H27 . 0.9500 ?
C28 H28 . 0.9500 ?
C29 O30 . 1.211(3) ?
C29 O31 . 1.340(3) ?
O31 C32 . 1.447(3) ?
C32 H32A . 0.9800 ?
C32 H32B . 0.9800 ?
C32 H32C . 0.9800 ?
O33 C34 . 1.264(5) ?
C34 N36 . 1.313(5) ?
C34 C35 . 1.486(5) ?
C35 H35A . 0.9800 ?
C35 H35B . 0.9800 ?
C35 H35C . 0.9800 ?
N36 C37 . 1.466(4) ?
N36 C38 . 1.468(5) ?
C37 H37A . 0.9800 ?
C37 H37B . 0.9800 ?
C37 H37C . 0.9800 ?
C38 H38A . 0.9800 ?
C38 H38B . 0.9800 ?
C38 H38C . 0.9800 ?
