#------------------------------------------------------------------------------
#$Date: 2016-02-14 16:26:36 +0200 (Sun, 14 Feb 2016) $
#$Revision: 176435 $
#$URL: svn://www.crystallography.net/cod/cif/2/20/07/2200762.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_2200762
loop_
_publ_author_name
'Fallon, Gary D.'
'Lee, Marcia A.-P.'
'Langford, Steven J.'
_publ_section_title
;
 Bis(2-naphthoxy)[5,10,15,20-tetra-p-tolylporphyrinato]tin(IV)
;
_journal_issue                   12
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              m564
_journal_page_last               m565
_journal_paper_doi               10.1107/S1600536801017214
_journal_volume                  57
_journal_year                    2001
_chemical_formula_iupac          '[Sn (C48 H36 N4) (C10 H7 O)2]'
_chemical_formula_moiety         'C68 H50 N4 O2 Sn1'
_chemical_formula_sum            'C68 H50 N4 O2 Sn'
_chemical_formula_weight         1073.9
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_cell_angle_alpha                107.630(10)
_cell_angle_beta                 110.440(10)
_cell_angle_gamma                96.680(10)
_cell_formula_units_Z            1
_cell_length_a                   11.1660(10)
_cell_length_b                   11.4090(10)
_cell_length_c                   11.7240(10)
_cell_measurement_reflns_used    34660
_cell_measurement_temperature    123(2)
_cell_measurement_theta_max      28.3
_cell_measurement_theta_min      2.8
_cell_volume                     1291.9(3)
_computing_cell_refinement       'HKL SCALEPACK (Otwinowski & Minor 1997)'
_computing_data_collection       'COLLECT (Nonius, 1997-2000)'
_computing_data_reduction
'HKL DENZO and SCALEPACK (Otwinowski & Minor 1997)'
_computing_molecular_graphics    'ORTEP-3 for Windows (Farrugia, 1997)'
_computing_publication_material  'WinGX (Farrugia, 1999)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 1997)'
_diffrn_measured_fraction_theta_full .997
_diffrn_measured_fraction_theta_max .987
_diffrn_measurement_device       '95mm CCD camera on κ-goniostat'
_diffrn_measurement_device_type  KappaCCD
_diffrn_measurement_method       'CCD rotation images, thick slices'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     .71073
_diffrn_reflns_av_R_equivalents  .037
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            22917
_diffrn_reflns_theta_full        27.5
_diffrn_reflns_theta_max         28.3
_diffrn_reflns_theta_min         2.8
_exptl_absorpt_coefficient_mu    .547
_exptl_absorpt_correction_T_max  .953
_exptl_absorpt_correction_T_min  .898
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_process_details   '(Alcock, 1970)'
_exptl_crystal_colour            red
_exptl_crystal_density_diffrn    1.380
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             552
_exptl_crystal_size_max          .12
_exptl_crystal_size_mid          .12
_exptl_crystal_size_min          .05
_refine_diff_density_max         .49
_refine_diff_density_min         -.56
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.03
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     342
_refine_ls_number_reflns         6331
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.03
_refine_ls_R_factor_gt           .027
_refine_ls_shift/su_max          .001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w = 1/[σ²(Fo²)+(0.0267P)²+0.91P] where P = (Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_ref         .067
_reflns_number_gt                6153
_reflns_number_total             6331
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            tk6042.cif
_cod_data_source_block           I
_cod_original_cell_volume        1291.9(2)
_cod_original_formula_sum        'C68 H50 N4 O2 Sn1'
_cod_database_code               2200762
_cod_database_fobs_code          2200762
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
loop_
_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_disorder_assembly
_atom_site_disorder_group
_atom_site_type_symbol
Sn1 0 0 0 .01824(5) Uani d S 1 . . Sn
N1 -.09294(12) .10571(12) .10760(13) .0201(3) Uani d . 1 . . N
N2 .12224(13) .16941(12) .02873(13) .0200(3) Uani d . 1 . . N
O1 .13203(11) -.01015(10) .16897(11) .0253(2) Uani d . 1 . . O
C1 -.18972(15) .05450(15) .13833(15) .0216(3) Uani d . 1 . . C
C2 -.21889(16) .15798(15) .22235(16) .0243(3) Uani d . 1 . . C
C3 -.13951(16) .26798(15) .24093(16) .0244(3) Uani d . 1 . . C
C4 -.05931(15) .23559(14) .16845(15) .0207(3) Uani d . 1 . . C
C5 .03783(15) .32111(14) .16307(15) .0208(3) Uani d . 1 . . C
C6 .12194(15) .28994(14) .09942(15) .0208(3) Uani d . 1 . . C
C7 .22343(16) .37823(15) .09692(16) .0245(3) Uani d . 1 . . C
C8 .28174(16) .31009(15) .02499(16) .0247(3) Uani d . 1 . . C
C9 .21879(15) .17767(14) -.01794(15) .0209(3) Uani d . 1 . . C
C10 .24979(15) .07532(15) -.09571(15) .0216(3) Uani d . 1 . . C
C11 .05453(16) .46024(14) .23231(16) .0221(3) Uani d . 1 . . C
C12 .1434(2) .52376(16) .36134(18) .0320(4) Uani d . 1 . . C
C13 .1598(2) .65334(17) .42211(18) .0341(4) Uani d . 1 . . C
C14 .08899(19) .72151(15) .35643(18) .0295(4) Uani d . 1 . . C
C15 .0016(2) .65816(18) .2284(2) .0388(4) Uani d . 1 . . C
C16 -.0161(2) .52828(17) .16602(19) .0354(4) Uani d . 1 . . C
C17 .1071(2) .86245(17) .4217(2) .0438(5) Uani d . 1 . . C
C18 .35719(16) .10843(15) -.13811(16) .0230(3) Uani d . 1 . . C
C19 .32736(19) .1090(2) -.2624(2) .0357(4) Uani d . 1 . . C
C20 .4269(2) .1375(2) -.3027(2) .0411(5) Uani d . 1 . . C
C21 .55772(19) .16866(18) -.2186(2) .0339(4) Uani d . 1 . . C
C22 .5874(2) .1689(3) -.0949(2) .0490(6) Uani d . 1 . . C
C23 .48863(19) .1394(2) -.0539(2) .0450(5) Uani d . 1 . . C
C24 .6658(2) .2015(2) -.2615(3) .0489(6) Uani d . 1 . . C
C25 .20922(16) .09525(15) .27362(16) .0235(3) Uani d . 1 . . C
C26 .16602(16) .15453(15) .36735(16) .0236(3) Uani d . 1 . . C
C27 .24725(16) .26581(15) .47652(16) .0245(3) Uani d . 1 . . C
C28 .20355(18) .32917(17) .57366(18) .0305(4) Uani d . 1 . . C
C29 .2843(2) .43609(19) .67819(19) .0393(4) Uani d . 1 . . C
C30 .4115(2) .4865(2) .6906(2) .0451(5) Uani d . 1 . . C
C31 .4566(2) .42819(19) .6007(2) .0390(4) Uani d . 1 . . C
C32 .37654(17) .31603(17) .49018(17) .0289(4) Uani d . 1 . . C
C33 .41992(17) .25144(19) .39411(19) .0330(4) Uani d . 1 . . C
C34 .33944(17) .14439(18) .28950(18) .0296(4) Uani d . 1 . . C
H2 -.2823 .1506 .2583 .029 Uiso calc R 1 . . H
H3 -.1373 .3512 .2924 .029 Uiso calc R 1 . . H
H7 .2456 .468 .1382 .029 Uiso calc R 1 . . H
H8 .3515 .3437 .0063 .03 Uiso calc R 1 . . H
H12 .1933 .4787 .4084 .038 Uiso calc R 1 . . H
H13 .221 .6958 .5107 .041 Uiso calc R 1 . . H
H15 -.0477 .7036 .1814 .047 Uiso calc R 1 . . H
H16 -.0771 .4863 .0773 .042 Uiso calc R 1 . . H
H17A .0674 .8977 .355 .066 Uiso calc R 1 . . H
H17B .2015 .9041 .4695 .066 Uiso calc R 1 . . H
H17C .0643 .8769 .4831 .066 Uiso calc R 1 . . H
H19 .2377 .0897 -.3214 .043 Uiso calc R 1 . . H
H20 .4042 .1354 -.3894 .049 Uiso calc R 1 . . H
H22 .6773 .1895 -.0358 .059 Uiso calc R 1 . . H
H23 .5118 .1406 .0326 .054 Uiso calc R 1 . . H
H24A .6898 .2935 -.2392 .073 Uiso calc R 1 . . H
H24B .6345 .1578 -.3564 .073 Uiso calc R 1 . . H
H24C .7432 .1746 -.2167 .073 Uiso calc R 1 . . H
H26 .0802 .1203 .3587 .028 Uiso calc R 1 . . H
H28 .1175 .2968 .5657 .037 Uiso calc R 1 . . H
H29 .2543 .4767 .7429 .047 Uiso calc R 1 . . H
H30 .466 .5619 .7626 .054 Uiso calc R 1 . . H
H31 .5432 .4626 .6114 .047 Uiso calc R 1 . . H
H33 .5064 .283 .4025 .04 Uiso calc R 1 . . H
H34 .3709 .1024 .2267 .035 Uiso calc R 1 . . H
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C .0033 .0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0 0 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N .0061 .0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O .0106 .006 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Sn Sn -.6537 1.4246 '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
O1 Sn1 O1 2 . 180.00(9) no
O1 Sn1 N2 2 2 91.63(5) no
O1 Sn1 N2 . 2 88.37(5) ?
O1 Sn1 N2 2 . 88.37(5) no
O1 Sn1 N2 . . 91.63(5) ?
N2 Sn1 N2 2 . 180.00(8) no
O1 Sn1 N1 2 2 90.03(5) no
O1 Sn1 N1 . 2 89.97(5) ?
N2 Sn1 N1 2 2 89.47(5) no
N2 Sn1 N1 . 2 90.53(5) ?
O1 Sn1 N1 2 . 89.97(5) no
O1 Sn1 N1 . . 90.03(5) ?
N2 Sn1 N1 2 . 90.53(5) no
N2 Sn1 N1 . . 89.47(5) ?
N1 Sn1 N1 2 . 180.00(10) no
C4 N1 C1 . . 109.03(12) ?
C4 N1 Sn1 . . 125.86(10) ?
C1 N1 Sn1 . . 124.87(10) ?
C9 N2 C6 . . 108.78(12) ?
C9 N2 Sn1 . . 125.14(10) ?
C6 N2 Sn1 . . 126.07(10) ?
C25 O1 Sn1 . . 121.68(10) ?
N1 C1 C10 . 2 126.37(14) ?
N1 C1 C2 . . 107.66(13) ?
C10 C1 C2 2 . 125.98(14) ?
C3 C2 C1 . . 107.85(14) ?
C2 C3 C4 . . 107.65(14) ?
N1 C4 C5 . . 125.99(14) ?
N1 C4 C3 . . 107.81(13) ?
C5 C4 C3 . . 126.18(14) ?
C4 C5 C6 . . 126.55(14) ?
C4 C5 C11 . . 117.23(13) ?
C6 C5 C11 . . 116.22(14) ?
N2 C6 C5 . . 125.95(14) ?
N2 C6 C7 . . 107.86(13) ?
C5 C6 C7 . . 126.19(14) ?
C8 C7 C6 . . 107.76(14) ?
C7 C8 C9 . . 107.72(14) ?
N2 C9 C10 . . 126.31(14) ?
N2 C9 C8 . . 107.89(13) ?
C10 C9 C8 . . 125.80(14) ?
C1 C10 C9 2 . 126.63(14) ?
C1 C10 C18 2 . 116.80(14) ?
C9 C10 C18 . . 116.57(14) ?
C16 C11 C12 . . 118.67(15) no
C16 C11 C5 . . 120.07(15) ?
C12 C11 C5 . . 121.22(15) ?
C11 C12 C13 . . 120.13(17) no
C14 C13 C12 . . 121.37(18) no
C15 C14 C13 . . 118.21(16) no
C15 C14 C17 . . 120.23(18) no
C13 C14 C17 . . 121.55(18) no
C14 C15 C16 . . 121.16(18) no
C11 C16 C15 . . 120.46(18) no
C19 C18 C23 . . 118.08(16) no
C19 C18 C10 . . 120.85(15) ?
C23 C18 C10 . . 121.07(16) ?
C18 C19 C20 . . 120.92(18) no
C21 C20 C19 . . 120.91(19) no
C22 C21 C20 . . 118.21(17) no
C22 C21 C24 . . 120.83(19) no
C20 C21 C24 . . 120.96(19) no
C21 C22 C23 . . 121.38(19) no
C18 C23 C22 . . 120.49(19) no
O1 C25 C26 . . 121.49(15) ?
O1 C25 C34 . . 119.37(15) ?
C26 C25 C34 . . 119.12(15) no
C25 C26 C27 . . 121.19(15) no
C26 C27 C32 . . 119.31(15) no
C26 C27 C28 . . 121.92(15) no
C32 C27 C28 . . 118.76(15) no
C29 C28 C27 . . 120.64(18) no
C28 C29 C30 . . 120.50(19) no
C31 C30 C29 . . 120.41(18) no
C30 C31 C32 . . 121.30(19) no
C33 C32 C27 . . 118.41(16) no
C33 C32 C31 . . 123.22(17) no
C27 C32 C31 . . 118.37(17) no
C34 C33 C32 . . 121.12(16) no
C33 C34 C25 . . 120.81(16) no
C3 C2 H2 . . 126.1 no
C1 C2 H2 . . 126.1 no
C2 C3 H3 . . 126.2 no
C4 C3 H3 . . 126.2 no
C8 C7 H7 . . 126.1 no
C6 C7 H7 . . 126.1 no
C7 C8 H8 . . 126.1 no
C9 C8 H8 . . 126.1 no
C11 C12 H12 . . 119.9 no
C13 C12 H12 . . 119.9 no
C14 C13 H13 . . 119.3 no
C12 C13 H13 . . 119.3 no
C14 C15 H15 . . 119.4 no
C16 C15 H15 . . 119.4 no
C11 C16 H16 . . 119.8 no
C15 C16 H16 . . 119.8 no
C14 C17 H17A . . 109.5 no
C14 C17 H17B . . 109.5 no
H17A C17 H17B . . 109.5 no
C14 C17 H17C . . 109.5 no
H17A C17 H17C . . 109.5 no
H17B C17 H17C . . 109.5 no
C18 C19 H19 . . 119.5 no
C20 C19 H19 . . 119.5 no
C21 C20 H20 . . 119.5 no
C19 C20 H20 . . 119.5 no
C21 C22 H22 . . 119.3 no
C23 C22 H22 . . 119.3 no
C18 C23 H23 . . 119.8 no
C22 C23 H23 . . 119.8 no
C21 C24 H24A . . 109.5 no
C21 C24 H24B . . 109.5 no
H24A C24 H24B . . 109.5 no
C21 C24 H24C . . 109.5 no
H24A C24 H24C . . 109.5 no
H24B C24 H24C . . 109.5 no
C25 C26 H26 . . 119.4 no
C27 C26 H26 . . 119.4 no
C29 C28 H28 . . 119.7 no
C27 C28 H28 . . 119.7 no
C28 C29 H29 . . 119.8 no
C30 C29 H29 . . 119.7 no
C31 C30 H30 . . 119.8 no
C29 C30 H30 . . 119.8 no
C30 C31 H31 . . 119.3 no
C32 C31 H31 . . 119.3 no
C34 C33 H33 . . 119.4 no
C32 C33 H33 . . 119.4 no
C33 C34 H34 . . 119.6 no
C25 C34 H34 . . 119.6 no
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
Sn1 O1 2 2.0616(12) no
Sn1 O1 . 2.0616(12) ?
Sn1 N2 2 2.0936(13) no
Sn1 N2 . 2.0936(13) ?
Sn1 N1 2 2.0993(12) no
Sn1 N1 . 2.0993(12) ?
N1 C4 . 1.3743(19) ?
N1 C1 . 1.375(2) ?
N2 C9 . 1.3748(19) ?
N2 C6 . 1.3749(19) ?
O1 C25 . 1.3494(19) ?
C1 C10 2 1.407(2) ?
C1 C2 . 1.442(2) ?
C2 C3 . 1.360(2) ?
C3 C4 . 1.442(2) ?
C4 C5 . 1.404(2) ?
C5 C6 . 1.404(2) ?
C5 C11 . 1.503(2) ?
C6 C7 . 1.441(2) ?
C7 C8 . 1.358(2) ?
C8 C9 . 1.441(2) ?
C9 C10 . 1.409(2) ?
C10 C1 2 1.407(2) no
C10 C18 . 1.501(2) ?
C11 C16 . 1.381(2) no
C11 C12 . 1.385(2) no
C12 C13 . 1.391(2) no
C13 C14 . 1.380(3) no
C14 C15 . 1.372(3) no
C14 C17 . 1.511(2) no
C15 C16 . 1.394(3) no
C18 C19 . 1.380(3) no
C18 C23 . 1.382(3) no
C19 C20 . 1.392(3) no
C20 C21 . 1.376(3) no
C21 C22 . 1.369(3) no
C21 C24 . 1.511(2) no
C22 C23 . 1.394(3) no
C25 C26 . 1.376(2) no
C25 C34 . 1.422(2) no
C26 C27 . 1.418(2) no
C27 C32 . 1.424(2) no
C27 C28 . 1.424(2) no
C28 C29 . 1.367(3) no
C29 C30 . 1.409(3) no
C30 C31 . 1.353(3) no
C31 C32 . 1.427(3) no
C32 C33 . 1.417(3) no
C33 C34 . 1.368(3) no
C2 H2 . .95 no
C3 H3 . .95 no
C7 H7 . .95 no
C8 H8 . .95 no
C12 H12 . .95 no
C13 H13 . .95 no
C15 H15 . .95 no
C16 H16 . .95 no
C17 H17A . .98 no
C17 H17B . .98 no
C17 H17C . .98 no
C19 H19 . .95 no
C20 H20 . .95 no
C22 H22 . .95 no
C23 H23 . .95 no
C24 H24A . .98 no
C24 H24B . .98 no
C24 H24C . .98 no
C26 H26 . .95 no
C28 H28 . .95 no
C29 H29 . .95 no
C30 H30 . .95 no
C31 H31 . .95 no
C33 H33 . .95 no
C34 H34 . .95 no
