#------------------------------------------------------------------------------
#$Date: 2016-02-21 02:03:34 +0200 (Sun, 21 Feb 2016) $
#$Revision: 176798 $
#$URL: svn://www.crystallography.net/cod/cif/2/23/83/2238395.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_2238395
loop_
_publ_author_name
'McGill, Sean'
'Nesterov, Vladimir N.'
'Gould, Stephanie L.'
_publ_section_title
;
 [5,10,15,20-Tetrakis(4-methoxyphenyl)porphyrinato]zinc dichloromethane
 disolvate
;
_journal_coeditor_code           LH5631
_journal_issue                   8
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              m471
_journal_paper_doi               10.1107/S1600536813019338
_journal_volume                  69
_journal_year                    2013
_chemical_formula_iupac          '[Zn (C48 H36 N4 O4)], 2C H2 Cl2'
_chemical_formula_moiety         'C48 H36 N4 O4 Zn, 2(C H2 Cl2)'
_chemical_formula_sum            'C50 H40 Cl4 N4 O4 Zn'
_chemical_formula_weight         968.03
_chemical_name_systematic
;
[5,10,15,20-Tetrakis(4-methoxyphenyl)porphyrinato]zinc dichloromethane
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           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 106.0220(10)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   11.4189(9)
_cell_length_b                   10.6877(9)
_cell_length_c                   18.3778(15)
_cell_measurement_reflns_used    8489
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      27.10
_cell_measurement_theta_min      2.23
_cell_volume                     2155.7(3)
_computing_cell_refinement       'APEX2 (Bruker, 2007)'
_computing_data_collection       'APEX2 (Bruker, 2007)'
_computing_data_reduction        'SAINT (Bruker, 2007)'
_computing_molecular_graphics    'SHELXTL (Sheldrick, 2008)'
_computing_publication_material  'SHELXTL (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Bruker APEXII CCD'
_diffrn_measurement_method       'ω 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  0.0363
_diffrn_reflns_av_sigmaI/netI    0.0251
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            25964
_diffrn_reflns_theta_full        27.13
_diffrn_reflns_theta_max         27.13
_diffrn_reflns_theta_min         1.86
_exptl_absorpt_coefficient_mu    0.870
_exptl_absorpt_correction_T_max  0.9258
_exptl_absorpt_correction_T_min  0.8605
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Bruker, 2007)'
_exptl_crystal_colour            red
_exptl_crystal_density_diffrn    1.491
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             996
_exptl_crystal_size_max          0.18
_exptl_crystal_size_mid          0.16
_exptl_crystal_size_min          0.09
_refine_diff_density_max         0.518
_refine_diff_density_min         -0.783
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.060
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     288
_refine_ls_number_reflns         4763
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.060
_refine_ls_R_factor_all          0.0479
_refine_ls_R_factor_gt           0.0389
_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)+(0.0650P)²+2.7500P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1151
_refine_ls_wR_factor_ref         0.1211
_reflns_number_gt                4022
_reflns_number_total             4763
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            lh5631.cif
_cod_data_source_block           I
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               2238395
_cod_database_fobs_code          2238395
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
_atom_site_symmetry_multiplicity
Zn Zn1 0.5000 0.5000 0.5000 0.01479(12) Uani d S 1 2
O O1 1.21590(16) 0.07022(16) 0.60189(10) 0.0223(4) Uani d . 1 1
O O2 0.61713(16) 0.78840(16) 0.05828(9) 0.0201(4) Uani d . 1 1
N N1 0.41041(17) 0.61512(18) 0.41296(10) 0.0145(4) Uani d . 1 1
N N2 0.63042(18) 0.46694(18) 0.44539(11) 0.0142(4) Uani d . 1 1
C C1 0.3021(2) 0.6756(2) 0.40660(13) 0.0152(4) Uani d . 1 1
C C2 0.2662(2) 0.7418(2) 0.33533(13) 0.0173(5) Uani d . 1 1
H H2A 0.1943 0.7902 0.3168 0.021 Uiso calc R 1 1
C C3 0.3537(2) 0.7220(2) 0.29996(13) 0.0167(5) Uani d . 1 1
H H3A 0.3553 0.7543 0.2521 0.020 Uiso calc R 1 1
C C4 0.4446(2) 0.6424(2) 0.34878(12) 0.0142(4) Uani d . 1 1
C C5 0.5489(2) 0.5967(2) 0.33117(12) 0.0144(4) Uani d . 1 1
C C6 0.6332(2) 0.5133(2) 0.37583(13) 0.0135(4) Uani d . 1 1
C C7 0.7383(2) 0.4640(2) 0.35629(13) 0.0162(4) Uani d . 1 1
H H7A 0.7611 0.4809 0.3113 0.019 Uiso calc R 1 1
C C8 0.7980(2) 0.3892(2) 0.41388(13) 0.0169(5) Uani d . 1 1
H H8A 0.8705 0.3433 0.4169 0.020 Uiso calc R 1 1
C C9 0.7306(2) 0.3921(2) 0.47033(13) 0.0150(4) Uani d . 1 1
C C10 0.7649(2) 0.3271(2) 0.53954(13) 0.0155(4) Uani d . 1 1
C C11 0.8824(2) 0.2566(2) 0.55693(13) 0.0159(4) Uani d . 1 1
C C12 0.8868(2) 0.1277(2) 0.56902(13) 0.0185(5) Uani d . 1 1
H H12A 0.8136 0.0837 0.5667 0.022 Uiso calc R 1 1
C C13 0.9966(2) 0.0620(2) 0.58442(13) 0.0185(5) Uani d . 1 1
H H13A 0.9979 -0.0257 0.5927 0.022 Uiso calc R 1 1
C C14 1.1036(2) 0.1257(2) 0.58752(13) 0.0185(5) Uani d . 1 1
C C15 1.1007(2) 0.2545(2) 0.57580(14) 0.0205(5) Uani d . 1 1
H H15A 1.1740 0.2983 0.5780 0.025 Uiso calc R 1 1
C C16 0.9916(2) 0.3189(2) 0.56091(14) 0.0186(5) Uani d . 1 1
H H16A 0.9909 0.4068 0.5533 0.022 Uiso calc R 1 1
C C17 0.5717(2) 0.6427(2) 0.25917(13) 0.0147(4) Uani d . 1 1
C C18 0.5972(2) 0.7688(2) 0.25110(13) 0.0168(5) Uani d . 1 1
H H18A 0.6038 0.8243 0.2924 0.020 Uiso calc R 1 1
C C19 0.6133(2) 0.8147(2) 0.18394(14) 0.0186(5) Uani d . 1 1
H H19A 0.6312 0.9007 0.1796 0.022 Uiso calc R 1 1
C C20 0.6031(2) 0.7344(2) 0.12281(13) 0.0170(5) Uani d . 1 1
C C21 0.5822(2) 0.6075(2) 0.13054(13) 0.0190(5) Uani d . 1 1
H H21A 0.5789 0.5515 0.0898 0.023 Uiso calc R 1 1
C C22 0.5662(2) 0.5631(2) 0.19847(13) 0.0179(5) Uani d . 1 1
H H22A 0.5512 0.4765 0.2034 0.021 Uiso calc R 1 1
C C23 1.2243(3) -0.0568(3) 0.62691(16) 0.0270(6) Uani d . 1 1
H H23A 1.3091 -0.0849 0.6380 0.041 Uiso calc R 1 1
H H23B 1.1728 -0.1095 0.5871 0.041 Uiso calc R 1 1
H H23C 1.1969 -0.0631 0.6728 0.041 Uiso calc R 1 1
C C24 0.6314(3) 0.7056(3) 0.00032(14) 0.0246(5) Uani d . 1 1
H H24A 0.6495 0.7542 -0.0405 0.037 Uiso calc R 1 1
H H24B 0.5559 0.6582 -0.0199 0.037 Uiso calc R 1 1
H H24C 0.6985 0.6475 0.0216 0.037 Uiso calc R 1 1
Cl Cl1 1.01616(7) 0.45221(7) 0.73715(4) 0.03743(19) Uani d . 1 1
Cl Cl2 1.07094(8) 0.24410(8) 0.84576(5) 0.0415(2) Uani d . 1 1
C C1A 1.0824(3) 0.3018(3) 0.75788(18) 0.0368(7) Uani d . 1 1
H H1AA 1.0412 0.2430 0.7173 0.044 Uiso calc R 1 1
H H1AB 1.1694 0.3061 0.7588 0.044 Uiso calc R 1 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'
N N 0.0061 0.0033 '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'
Cl Cl 0.1484 0.1585 '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
N2 Zn1 N2 3_666 . 180.00(11)
N2 Zn1 N1 3_666 3_666 89.71(8)
N2 Zn1 N1 . 3_666 90.29(8)
N2 Zn1 N1 3_666 . 90.29(8)
N2 Zn1 N1 . . 89.71(8)
N1 Zn1 N1 3_666 . 180.0
C14 O1 C23 . . 116.75(19)
C20 O2 C24 . . 116.76(19)
C1 N1 C4 . . 106.86(18)
C1 N1 Zn1 . . 126.34(15)
C4 N1 Zn1 . . 126.75(15)
C9 N2 C6 . . 106.82(18)
C9 N2 Zn1 . . 126.33(15)
C6 N2 Zn1 . . 126.84(15)
N1 C1 C10 . 3_666 125.6(2)
N1 C1 C2 . . 109.38(19)
C10 C1 C2 3_666 . 125.0(2)
C3 C2 C1 . . 107.3(2)
C3 C2 H2A . . 126.4
C1 C2 H2A . . 126.4
C2 C3 C4 . . 107.0(2)
C2 C3 H3A . . 126.5
C4 C3 H3A . . 126.5
N1 C4 C5 . . 125.7(2)
N1 C4 C3 . . 109.45(19)
C5 C4 C3 . . 124.8(2)
C6 C5 C4 . . 125.2(2)
C6 C5 C17 . . 117.8(2)
C4 C5 C17 . . 117.0(2)
N2 C6 C5 . . 125.7(2)
N2 C6 C7 . . 109.45(19)
C5 C6 C7 . . 124.8(2)
C8 C7 C6 . . 107.2(2)
C8 C7 H7A . . 126.4
C6 C7 H7A . . 126.4
C7 C8 C9 . . 107.1(2)
C7 C8 H8A . . 126.5
C9 C8 H8A . . 126.5
N2 C9 C10 . . 126.2(2)
N2 C9 C8 . . 109.44(19)
C10 C9 C8 . . 124.3(2)
C9 C10 C1 . 3_666 125.1(2)
C9 C10 C11 . . 116.9(2)
C1 C10 C11 3_666 . 118.0(2)
C12 C11 C16 . . 118.1(2)
C12 C11 C10 . . 121.5(2)
C16 C11 C10 . . 120.4(2)
C11 C12 C13 . . 121.4(2)
C11 C12 H12A . . 119.3
C13 C12 H12A . . 119.3
C14 C13 C12 . . 119.6(2)
C14 C13 H13A . . 120.2
C12 C13 H13A . . 120.2
O1 C14 C13 . . 124.2(2)
O1 C14 C15 . . 116.0(2)
C13 C14 C15 . . 119.7(2)
C16 C15 C14 . . 120.3(2)
C16 C15 H15A . . 119.9
C14 C15 H15A . . 119.9
C15 C16 C11 . . 121.0(2)
C15 C16 H16A . . 119.5
C11 C16 H16A . . 119.5
C22 C17 C18 . . 118.1(2)
C22 C17 C5 . . 121.8(2)
C18 C17 C5 . . 120.2(2)
C19 C18 C17 . . 121.3(2)
C19 C18 H18A . . 119.4
C17 C18 H18A . . 119.4
C18 C19 C20 . . 119.9(2)
C18 C19 H19A . . 120.1
C20 C19 H19A . . 120.1
O2 C20 C21 . . 124.3(2)
O2 C20 C19 . . 115.9(2)
C21 C20 C19 . . 119.8(2)
C20 C21 C22 . . 119.5(2)
C20 C21 H21A . . 120.3
C22 C21 H21A . . 120.3
C17 C22 C21 . . 121.5(2)
C17 C22 H22A . . 119.3
C21 C22 H22A . . 119.3
O1 C23 H23A . . 109.5
O1 C23 H23B . . 109.5
H23A C23 H23B . . 109.5
O1 C23 H23C . . 109.5
H23A C23 H23C . . 109.5
H23B C23 H23C . . 109.5
O2 C24 H24A . . 109.5
O2 C24 H24B . . 109.5
H24A C24 H24B . . 109.5
O2 C24 H24C . . 109.5
H24A C24 H24C . . 109.5
H24B C24 H24C . . 109.5
Cl2 C1A Cl1 . . 112.23(17)
Cl2 C1A H1AA . . 109.2
Cl1 C1A H1AA . . 109.2
Cl2 C1A H1AB . . 109.2
Cl1 C1A H1AB . . 109.2
H1AA C1A H1AB . . 107.9
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
Zn1 N2 3_666 2.0432(19)
Zn1 N2 . 2.0432(19)
Zn1 N1 3_666 2.0532(19)
Zn1 N1 . 2.0532(19)
O1 C14 . 1.371(3)
O1 C23 . 1.428(3)
O2 C20 . 1.367(3)
O2 C24 . 1.428(3)
N1 C1 . 1.371(3)
N1 C4 . 1.372(3)
N2 C9 . 1.367(3)
N2 C6 . 1.380(3)
C1 C10 3_666 1.409(3)
C1 C2 . 1.445(3)
C2 C3 . 1.351(3)
C2 H2A . 0.9500
C3 C4 . 1.446(3)
C3 H3A . 0.9500
C4 C5 . 1.405(3)
C5 C6 . 1.400(3)
C5 C17 . 1.500(3)
C6 C7 . 1.443(3)
C7 C8 . 1.351(3)
C7 H7A . 0.9500
C8 C9 . 1.453(3)
C8 H8A . 0.9500
C9 C10 . 1.407(3)
C10 C1 3_666 1.409(3)
C10 C11 . 1.495(3)
C11 C12 . 1.393(3)
C11 C16 . 1.398(3)
C12 C13 . 1.395(3)
C12 H12A . 0.9500
C13 C14 . 1.387(3)
C13 H13A . 0.9500
C14 C15 . 1.392(3)
C15 C16 . 1.383(3)
C15 H15A . 0.9500
C16 H16A . 0.9500
C17 C22 . 1.391(3)
C17 C18 . 1.396(3)
C18 C19 . 1.387(3)
C18 H18A . 0.9500
C19 C20 . 1.393(3)
C19 H19A . 0.9500
C20 C21 . 1.392(3)
C21 C22 . 1.394(3)
C21 H21A . 0.9500
C22 H22A . 0.9500
C23 H23A . 0.9800
C23 H23B . 0.9800
C23 H23C . 0.9800
C24 H24A . 0.9800
C24 H24B . 0.9800
C24 H24C . 0.9800
Cl1 C1A . 1.773(3)
Cl2 C1A . 1.767(3)
C1A H1AA . 0.9900
C1A H1AB . 0.9900
