#------------------------------------------------------------------------------
#$Date: 2016-02-16 22:30:59 +0200 (Tue, 16 Feb 2016) $
#$Revision: 176467 $
#$URL: svn://www.crystallography.net/cod/cif/4/31/43/4314370.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_4314370
loop_
_publ_author_name
'Marcin Stępień'
'Lechosław Latos-Grażyński'
_publ_section_title
;
 Core-Modified Porphyrin Incorporating a Phenolate Donor. Characterization
 of Pd(II), Ni(II), Zn(II), Cd(II), and Fe(III) Complexes
;
_journal_name_full               'Inorganic Chemistry'
_journal_page_first              6183
_journal_page_last               6193
_journal_paper_doi               10.1021/ic0345121
_journal_volume                  42
_journal_year                    2003
_chemical_formula_sum            'C50 H32 Cl5 D4 N3 O2 Zn'
_chemical_formula_weight         953.44
_chemical_name_systematic
;
Chlorozinc 6,11,16,21-tetraphenyl-22-acetoxybenziporphyrin
dichloromethane-d2 disolvate

;
_space_group_IT_number           11
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yb'
_symmetry_space_group_name_H-M   'P 1 21/m 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                 102.527(5)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   10.0525(5)
_cell_length_b                   17.7456(8)
_cell_length_c                   12.3798(7)
_cell_measurement_reflns_used    5000
_cell_measurement_temperature    293(2)
_cell_volume                     2155.83(19)
_computing_cell_refinement       'Oxford Diffraction (Poland) Sp. z o.o'
_computing_data_collection       'Oxford Diffraction (Poland) Sp. z o.o'
_computing_data_reduction        'Oxford Diffraction (Poland) Sp. z o.o'
_computing_molecular_graphics    'SHELXTL-NT V5.1, Bruker AXS 1999'
_computing_publication_material  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      293(2)
_diffrn_detector_area_resol_mean 512
_diffrn_measured_fraction_theta_full 0.922
_diffrn_measured_fraction_theta_max 0.922
_diffrn_measurement_device_type  'Kuma KM4CCD'
_diffrn_measurement_method       'ο scan'
_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  0.0294
_diffrn_reflns_av_sigmaI/netI    0.0265
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            12978
_diffrn_reflns_theta_full        28.39
_diffrn_reflns_theta_max         28.39
_diffrn_reflns_theta_min         3.37
_diffrn_standards_number         'none (area detector data)'
_exptl_absorpt_coefficient_mu    0.925
_exptl_absorpt_correction_T_max  0.402
_exptl_absorpt_correction_T_min  0.341
_exptl_absorpt_correction_type   psi-scan
_exptl_absorpt_process_details
'XPREP Ver. 5.1/NT (Bruker Analytical X-ray Systems, 1997)'
_exptl_crystal_colour            dark
_exptl_crystal_density_diffrn    1.469
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       'irregular block'
_exptl_crystal_F_000             976
_exptl_crystal_size_max          0.60
_exptl_crystal_size_mid          0.60
_exptl_crystal_size_min          0.40
_refine_diff_density_max         0.675
_refine_diff_density_min         -0.714
_refine_diff_density_rms         0.115
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.324
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     305
_refine_ls_number_reflns         5146
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.324
_refine_ls_R_factor_all          0.0687
_refine_ls_R_factor_gt           0.0649
_refine_ls_shift/su_max          0.031
_refine_ls_shift/su_mean         0.003
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0000P)²+12.9599P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1621
_refine_ls_wR_factor_ref         0.1636
_reflns_number_gt                4753
_reflns_number_total             5146
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ic0345121_3.cif
_cod_data_source_block           ms025a
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to the built-in table from CIF Core dictionary named
'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_values 1646 2011-03-28 12:23:43Z adriana 

The following automatic conversions were performed:

'_refine_ls_weighting_scheme' value 'calc
w=1/[\s^2^(Fo^2^)+(0.0000P)^2^+12.9599P] where P=(Fo^2^+2Fc^2^)/3'
was changed to 'calc'. New tag '_refine_ls_weighting_details' was
created. The value of the new tag was set to
'w=1/[\s^2^(Fo^2^)+(0.0000P)^2^+12.9599P] where P=(Fo^2^+2Fc^2^)/3'.

Automatic conversion script
Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas 
;
_cod_original_formula_sum        'C50 H32 D4 Cl5 N3 O2 Zn'
_cod_database_code               4314370
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z'
'-x, -y, -z'
'x, -y-1/2, 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_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Zn1 Zn 0.14624(7) 0.2500 0.42355(5) 0.01132(16) Uani 1 d S . .
Cl1 Cl -0.08276(15) 0.2500 0.36319(12) 0.0216(3) Uani 1 d S . .
C01 C -0.1451(6) 0.2500 0.6572(5) 0.0186(12) Uani 1 d S . .
H01 H -0.2356 0.2500 0.6636 0.022 Uiso 1 calc SR . .
C02 C -0.0774(4) 0.1823(2) 0.6524(3) 0.0159(8) Uani 1 d . . .
H02 H -0.1234 0.1371 0.6549 0.019 Uiso 1 calc R . .
C03 C 0.0588(4) 0.1812(2) 0.6439(3) 0.0127(7) Uani 1 d . . .
C04 C 0.1277(4) 0.1091(2) 0.6375(3) 0.0127(7) Uani 1 d . . .
C05 C 0.1964(4) 0.0930(2) 0.5555(3) 0.0143(8) Uani 1 d . . .
C06 C 0.2712(4) 0.0242(2) 0.5478(3) 0.0185(8) Uani 1 d . . .
H06 H 0.2897 -0.0138 0.6006 0.022 Uiso 1 calc R . .
C07 C 0.3087(5) 0.0253(2) 0.4503(3) 0.0196(9) Uani 1 d . . .
H07 H 0.3564 -0.0123 0.4225 0.024 Uiso 1 calc R . .
C08 C 0.2607(4) 0.0967(2) 0.3955(3) 0.0147(8) Uani 1 d . . .
C09 C 0.2820(4) 0.1151(2) 0.2885(3) 0.0153(8) Uani 1 d . . .
C10 C 0.2693(4) 0.1875(2) 0.2449(3) 0.0142(8) Uani 1 d . . .
C11 C 0.2961(4) 0.2117(2) 0.1387(3) 0.0157(8) Uani 1 d . . .
H11 H 0.3105 0.1805 0.0819 0.019 Uiso 1 calc R . .
C12 C 0.1260(6) 0.2500 0.6451(5) 0.0128(10) Uani 1 d S . .
N13 N 0.1985(3) 0.13826(19) 0.4622(3) 0.0130(6) Uani 1 d . . .
N14 N 0.2460(5) 0.2500 0.3032(4) 0.0136(9) Uani 1 d S . .
C15 C 0.1158(4) 0.0536(2) 0.7240(3) 0.0172(8) Uani 1 d . . .
C16 C 0.1368(4) 0.0784(2) 0.8339(3) 0.0186(8) Uani 1 d . . .
H16 H 0.1571 0.1288 0.8505 0.022 Uiso 1 calc R . .
C17 C 0.1278(5) 0.0287(3) 0.9178(4) 0.0259(10) Uani 1 d . . .
H17 H 0.1434 0.0455 0.9906 0.031 Uiso 1 calc R . .
C18 C 0.0951(7) -0.0467(3) 0.8933(4) 0.0356(13) Uani 1 d . . .
H18 H 0.0900 -0.0802 0.9499 0.043 Uiso 1 calc R . .
C19 C 0.0703(6) -0.0717(3) 0.7848(4) 0.0298(11) Uani 1 d . . .
H19 H 0.0457 -0.1216 0.7685 0.036 Uiso 1 calc R . .
C20 C 0.0821(5) -0.0224(3) 0.7002(4) 0.0220(9) Uani 1 d . . .
H20 H 0.0677 -0.0396 0.6277 0.026 Uiso 1 calc R . .
C21 C 0.3367(5) 0.0540(2) 0.2279(3) 0.0195(9) Uani 1 d . . .
C22 C 0.4629(5) 0.0627(3) 0.1993(4) 0.0256(10) Uani 1 d . . .
H22 H 0.5098 0.1080 0.2144 0.031 Uiso 1 calc R . .
C23 C 0.5194(6) 0.0043(3) 0.1484(4) 0.0376(14) Uani 1 d . . .
H23 H 0.6025 0.0112 0.1283 0.045 Uiso 1 calc R . .
C24 C 0.4517(7) -0.0639(3) 0.1280(4) 0.0424(16) Uani 1 d . . .
H24 H 0.4904 -0.1033 0.0958 0.051 Uiso 1 calc R . .
C25 C 0.3258(7) -0.0736(3) 0.1556(4) 0.0376(14) Uani 1 d . . .
H25 H 0.2799 -0.1192 0.1409 0.045 Uiso 1 calc R . .
C26 C 0.2681(6) -0.0151(3) 0.2052(4) 0.0256(10) Uani 1 d . . .
H26 H 0.1839 -0.0218 0.2232 0.031 Uiso 1 calc R . .
O27 O 0.2665(4) 0.2500 0.6452(3) 0.0135(8) Uani 1 d S . .
C28 C 0.3521(6) 0.2500 0.7492(5) 0.0164(11) Uani 1 d S . .
O29 O 0.3113(5) 0.2500 0.8326(4) 0.0237(10) Uani 1 d S . .
C30 C 0.4967(6) 0.2500 0.7374(6) 0.0230(13) Uani 1 d S . .
H30A H 0.4992 0.2500 0.6603 0.035 Uiso 0.50 calc SPR . .
H30B H 0.5420 0.2058 0.7721 0.035 Uiso 0.25 calc PR . .
H30C H 0.5420 0.2942 0.7721 0.035 Uiso 0.25 calc PR . .
H30D H 0.5562 0.2500 0.8094 0.035 Uiso 0.50 calc SPR . .
H30E H 0.5134 0.2942 0.6976 0.035 Uiso 0.25 calc PR . .
H30F H 0.5134 0.2058 0.6976 0.035 Uiso 0.25 calc PR . .
Cl2A Cl 0.8766(4) 0.2500 -0.0155(8) 0.0464(16) Uani 0.93(2) d SP . 1
Cl2B Cl 0.901(4) 0.2500 0.035(5) 0.021(10) Uiso 0.07(2) d SP . 2
C1C C 0.7737(12) 0.2253(7) 0.0807(9) 0.042(3) Uani 0.50 d P . .
H1C1 H 0.7545 0.1717 0.0751 0.051 Uiso 0.50 calc PR A 1
H1C2 H 0.8243 0.2356 0.1552 0.051 Uiso 0.50 calc PR A 1
Cl3 Cl 0.6227(3) 0.27392(18) 0.0577(3) 0.0502(8) Uani 0.50 d P . .
Cl4 Cl -0.42792(13) 0.16725(7) 0.47878(11) 0.0339(3) Uani 1 d . . .
C2C C -0.4071(8) 0.2500 0.4055(7) 0.0320(16) Uani 1 d S . .
H2C1 H -0.3169 0.2500 0.3895 0.038 Uiso 1 calc SR . .
H2C2 H -0.4731 0.2500 0.3355 0.038 Uiso 1 calc SR . .
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
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N14 Zn1 N13 91.70(10) . 4_565 ?
N14 Zn1 N13 91.70(10) . . ?
N13 Zn1 N13 144.77(19) 4_565 . ?
N14 Zn1 Cl1 113.53(15) . . ?
N13 Zn1 Cl1 105.33(9) 4_565 . ?
N13 Zn1 Cl1 105.33(9) . . ?
N14 Zn1 O27 124.74(16) . . ?
N13 Zn1 O27 74.67(9) 4_565 . ?
N13 Zn1 O27 74.67(9) . . ?
Cl1 Zn1 O27 121.73(9) . . ?
N14 Zn1 C12 154.24(19) . . ?
N13 Zn1 C12 80.94(10) 4_565 . ?
N13 Zn1 C12 80.94(10) . . ?
Cl1 Zn1 C12 92.23(12) . . ?
O27 Zn1 C12 29.50(13) . . ?
C02 C01 C02 119.8(5) 4_565 . ?
C01 C02 C03 120.8(4) . . ?
C12 C03 C02 118.0(4) . . ?
C12 C03 C04 122.1(4) . . ?
C02 C03 C04 119.9(4) . . ?
C05 C04 C03 122.7(4) . . ?
C05 C04 C15 121.9(4) . . ?
C03 C04 C15 115.4(3) . . ?
C04 C05 N13 125.8(4) . . ?
C04 C05 C06 125.1(4) . . ?
N13 C05 C06 109.0(3) . . ?
C07 C06 C05 107.4(4) . . ?
C06 C07 C08 107.5(4) . . ?
N13 C08 C09 128.6(4) . . ?
N13 C08 C07 109.6(3) . . ?
C09 C08 C07 121.8(4) . . ?
C10 C09 C08 123.6(4) . . ?
C10 C09 C21 119.4(4) . . ?
C08 C09 C21 116.6(4) . . ?
N14 C10 C09 123.7(4) . . ?
N14 C10 C11 108.8(4) . . ?
C09 C10 C11 126.9(4) . . ?
C11 C11 C10 107.0(2) 4_565 . ?
C03 C12 C03 122.2(5) . 4_565 ?
C03 C12 O27 118.9(3) . . ?
C03 C12 O27 118.9(3) 4_565 . ?
C03 C12 Zn1 97.4(3) . . ?
C03 C12 Zn1 97.4(3) 4_565 . ?
O27 C12 Zn1 73.5(3) . . ?
C08 N13 C05 106.3(3) . . ?
C08 N13 Zn1 120.3(3) . . ?
C05 N13 Zn1 133.1(3) . . ?
C10 N14 C10 108.0(5) 4_565 . ?
C10 N14 Zn1 124.9(2) 4_565 . ?
C10 N14 Zn1 124.9(2) . . ?
C16 C15 C20 119.0(4) . . ?
C16 C15 C04 118.3(4) . . ?
C20 C15 C04 122.7(4) . . ?
C17 C16 C15 120.5(4) . . ?
C16 C17 C18 120.1(4) . . ?
C19 C18 C17 120.2(4) . . ?
C18 C19 C20 120.1(4) . . ?
C19 C20 C15 120.2(4) . . ?
C22 C21 C26 118.6(4) . . ?
C22 C21 C09 120.1(4) . . ?
C26 C21 C09 121.2(4) . . ?
C23 C22 C21 120.8(5) . . ?
C24 C23 C22 120.0(5) . . ?
C23 C24 C25 120.0(5) . . ?
C24 C25 C26 120.2(5) . . ?
C25 C26 C21 120.4(5) . . ?
C28 O27 C12 114.9(4) . . ?
C28 O27 Zn1 168.1(3) . . ?
C12 O27 Zn1 77.0(3) . . ?
O29 C28 O27 123.0(5) . . ?
O29 C28 C30 127.6(6) . . ?
O27 C28 C30 109.3(5) . . ?
C1C Cl2A C1C 28.3(7) 4_565 . ?
Cl3 C1C Cl2A 112.6(6) . . ?
Cl3 Cl3 C1C 90.5(5) 4_565 4_565 ?
Cl3 Cl3 C1C 59.8(4) 4_565 . ?
C1C Cl3 C1C 30.7(8) 4_565 . ?
Cl4 C2C Cl4 112.9(4) 4_565 . ?
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
Zn1 N14 1.969(5) . ?
Zn1 N13 2.080(3) 4_565 ?
Zn1 N13 2.080(3) . ?
Zn1 Cl1 2.2609(16) . ?
Zn1 O27 2.748(4) . ?
Zn1 C12 2.794(6) . ?
C01 C02 1.389(5) 4_565 ?
C01 C02 1.389(5) . ?
C02 C03 1.395(5) . ?
C03 C12 1.394(5) . ?
C03 C04 1.466(5) . ?
C04 C05 1.376(5) . ?
C04 C15 1.479(5) . ?
C05 N13 1.410(5) . ?
C05 C06 1.448(6) . ?
C06 C07 1.339(6) . ?
C07 C08 1.469(6) . ?
C08 N13 1.356(5) . ?
C08 C09 1.426(6) . ?
C09 C10 1.389(6) . ?
C09 C21 1.490(6) . ?
C10 N14 1.370(5) . ?
C10 C11 1.462(5) . ?
C11 C11 1.361(8) 4_565 ?
C12 C03 1.394(5) 4_565 ?
C12 O27 1.412(7) . ?
N14 C10 1.370(5) 4_565 ?
C15 C16 1.403(6) . ?
C15 C20 1.404(6) . ?
C16 C17 1.380(6) . ?
C17 C18 1.395(7) . ?
C18 C19 1.385(7) . ?
C19 C20 1.390(6) . ?
C21 C22 1.398(7) . ?
C21 C26 1.405(6) . ?
C22 C23 1.396(7) . ?
C23 C24 1.385(9) . ?
C24 C25 1.391(9) . ?
C25 C26 1.395(7) . ?
O27 C28 1.384(7) . ?
C28 O29 1.190(8) . ?
C28 C30 1.492(8) . ?
Cl2A C1C 1.793(14) 4_565 ?
Cl2A C1C 1.793(14) . ?
Cl2B C1C 1.57(3) 4_565 ?
C1C Cl3 1.715(11) . ?
Cl3 Cl3 0.849(6) 4_565 ?
Cl3 C1C 1.482(12) 4_565 ?
Cl4 C2C 1.762(4) . ?
C2C Cl4 1.762(4) 4_565 ?
