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#$Date: 2016-02-16 22:30:59 +0200 (Tue, 16 Feb 2016) $
#$Revision: 176467 $
#$URL: svn://www.crystallography.net/cod/cif/4/11/18/4111897.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_4111897
loop_
_publ_author_name
'Julie A. Cissell'
'Thomas P. Vaid'
'Arnold L. Rheingold'
_publ_section_title
;
 An Antiaromatic Porphyrin Complex: Tetraphenylporphyrinato(silicon)(L)2
 (L = THF or Pyridine)
;
_journal_name_full               'Journal of the American Chemical Society'
_journal_page_first              12212
_journal_page_last               12213
_journal_paper_doi               10.1021/ja0544713
_journal_volume                  127
_journal_year                    2005
_chemical_formula_sum            'C30 H30 N2 O2 Si0.5'
_chemical_formula_weight         464.61
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           15
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-C 2yc'
_symmetry_space_group_name_H-M   'C 1 2/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                 101.444(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            8
_cell_length_a                   25.860(3)
_cell_length_b                   16.0807(19)
_cell_length_c                   11.7340(14)
_cell_measurement_reflns_used    5738
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      27.44
_cell_measurement_theta_min      2.20
_cell_volume                     4782.5(10)
_computing_cell_refinement       'Bruker SMART'
_computing_data_collection       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega 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  0.0510
_diffrn_reflns_av_sigmaI/netI    0.0508
_diffrn_reflns_limit_h_max       31
_diffrn_reflns_limit_h_min       -31
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            18569
_diffrn_reflns_theta_full        26.00
_diffrn_reflns_theta_max         26.00
_diffrn_reflns_theta_min         1.61
_exptl_absorpt_coefficient_mu    0.104
_exptl_absorpt_correction_T_max  0.9979
_exptl_absorpt_correction_T_min  0.9927
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            orange
_exptl_crystal_density_diffrn    1.291
_exptl_crystal_density_meas      0
_exptl_crystal_description       plate
_exptl_crystal_F_000             1976
_exptl_crystal_size_max          0.07
_exptl_crystal_size_mid          0.07
_exptl_crystal_size_min          0.02
_refine_diff_density_max         0.687
_refine_diff_density_min         -0.418
_refine_diff_density_rms         0.071
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.049
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     313
_refine_ls_number_reflns         4701
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.049
_refine_ls_R_factor_all          0.0910
_refine_ls_R_factor_gt           0.0658
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0800P)²+10.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1551
_refine_ls_wR_factor_ref         0.1693
_reflns_number_gt                3505
_reflns_number_total             4701
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ja0544713si20050706_031935.cif
_cod_data_source_block           vaid2a
_cod_original_formula_sum        'C30 H30 N2 O2 Si0.50'
_cod_database_code               4111897
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'
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
Si1 Si 0.5000 0.24981(6) 0.2500 0.0110(2) Uani 1 2 d S
O1 O 0.49900(7) 0.24933(11) 0.41072(15) 0.0136(4) Uani 1 1 d .
O2 O 0.11999(12) 0.2518(2) 0.2830(3) 0.0755(10) Uani 1 1 d .
N1 N 0.5000 0.36431(18) 0.2500 0.0132(6) Uani 1 2 d S
N2 N 0.42697(8) 0.25005(13) 0.21543(18) 0.0129(5) Uani 1 1 d .
N3 N 0.5000 0.13590(18) 0.2500 0.0119(6) Uani 1 2 d S
C1 C 0.47676(10) 0.49808(16) 0.2077(2) 0.0164(6) Uani 1 1 d .
H1A H 0.4583 0.5457 0.1731 0.020 Uiso 1 1 calc R
C2 C 0.46256(10) 0.41599(16) 0.1835(2) 0.0144(6) Uani 1 1 d .
C3 C 0.41183(10) 0.38688(16) 0.1234(2) 0.0138(5) Uani 1 1 d .
C4 C 0.39411(10) 0.31073(16) 0.1516(2) 0.0137(5) Uani 1 1 d .
C5 C 0.34018(11) 0.28447(17) 0.1423(2) 0.0174(6) Uani 1 1 d .
H5A H 0.3101 0.3110 0.0974 0.021 Uiso 1 1 calc R
C6 C 0.33972(10) 0.21598(17) 0.2081(2) 0.0167(6) Uani 1 1 d .
H6A H 0.3092 0.1897 0.2249 0.020 Uiso 1 1 calc R
C7 C 0.39348(10) 0.18924(16) 0.2486(2) 0.0132(5) Uani 1 1 d .
C8 C 0.41068(10) 0.11339(16) 0.2932(2) 0.0136(5) Uani 1 1 d .
C9 C 0.46182(10) 0.08431(16) 0.2804(2) 0.0127(5) Uani 1 1 d .
C10 C 0.47625(11) 0.00191(16) 0.2700(2) 0.0165(6) Uani 1 1 d .
H10A H 0.4574 -0.0457 0.2870 0.020 Uiso 1 1 calc R
C11 C 0.37837(10) 0.44876(16) 0.0486(2) 0.0149(6) Uani 1 1 d .
C12 C 0.39759(11) 0.48511(17) -0.0428(2) 0.0188(6) Uani 1 1 d .
H12A H 0.4306 0.4675 -0.0580 0.023 Uiso 1 1 calc R
C13 C 0.36936(11) 0.54637(18) -0.1120(2) 0.0212(6) Uani 1 1 d .
H13A H 0.3831 0.5700 -0.1740 0.025 Uiso 1 1 calc R
C14 C 0.32151(12) 0.57293(18) -0.0908(3) 0.0247(7) Uani 1 1 d .
H14A H 0.3024 0.6156 -0.1371 0.030 Uiso 1 1 calc R
C15 C 0.30136(12) 0.53695(18) -0.0013(3) 0.0251(7) Uani 1 1 d .
H15A H 0.2680 0.5542 0.0125 0.030 Uiso 1 1 calc R
C16 C 0.32970(11) 0.47593(17) 0.0683(2) 0.0192(6) Uani 1 1 d .
H16A H 0.3158 0.4524 0.1300 0.023 Uiso 1 1 calc R
C17 C 0.37650(10) 0.05262(16) 0.3390(2) 0.0150(6) Uani 1 1 d .
C18 C 0.39530(11) 0.01714(17) 0.4485(2) 0.0176(6) Uani 1 1 d .
H18A H 0.4288 0.0335 0.4916 0.021 Uiso 1 1 calc R
C19 C 0.36615(11) -0.04109(18) 0.4949(2) 0.0214(6) Uani 1 1 d .
H19A H 0.3797 -0.0644 0.5693 0.026 Uiso 1 1 calc R
C20 C 0.31714(12) -0.06564(19) 0.4333(3) 0.0250(7) Uani 1 1 d .
H20A H 0.2969 -0.1055 0.4652 0.030 Uiso 1 1 calc R
C21 C 0.29807(12) -0.03167(19) 0.3252(3) 0.0246(7) Uani 1 1 d .
H21A H 0.2645 -0.0484 0.2826 0.029 Uiso 1 1 calc R
C22 C 0.32739(11) 0.02681(17) 0.2777(2) 0.0187(6) Uani 1 1 d .
H22A H 0.3138 0.0493 0.2029 0.022 Uiso 1 1 calc R
C23 C 0.53265(11) 0.19630(17) 0.4980(2) 0.0175(6) Uani 1 1 d .
H23A H 0.5695 0.2167 0.5150 0.021 Uiso 1 1 calc R
H23B H 0.5323 0.1380 0.4710 0.021 Uiso 1 1 calc R
C24 C 0.50778(12) 0.20355(17) 0.6038(2) 0.0199(6) Uani 1 1 d .
H24A H 0.5343 0.1954 0.6764 0.024 Uiso 1 1 calc R
H24B H 0.4790 0.1626 0.6010 0.024 Uiso 1 1 calc R
C25 C 0.48657(11) 0.29223(17) 0.5948(2) 0.0194(6) Uani 1 1 d .
H25A H 0.4589 0.2994 0.6413 0.023 Uiso 1 1 calc R
H25B H 0.5151 0.3330 0.6211 0.023 Uiso 1 1 calc R
C26 C 0.46426(11) 0.30131(16) 0.4670(2) 0.0168(6) Uani 1 1 d .
H26A H 0.4274 0.2812 0.4478 0.020 Uiso 1 1 calc R
H26B H 0.4652 0.3601 0.4424 0.020 Uiso 1 1 calc R
C27 C 0.1686(4) 0.2869(4) 0.3680(7) 0.152(4) Uani 1 1 d .
H27A H 0.1690 0.2703 0.4494 0.183 Uiso 1 1 calc R
H27B H 0.1710 0.3481 0.3629 0.183 Uiso 1 1 calc R
C28 C 0.2127(2) 0.2426(4) 0.3178(6) 0.0859(17) Uani 1 1 d .
H28A H 0.2328 0.2844 0.2826 0.103 Uiso 1 1 calc R
H28B H 0.2374 0.2146 0.3816 0.103 Uiso 1 1 calc R
C29 C 0.1915(2) 0.1850(5) 0.2355(6) 0.105(2) Uani 1 1 d .
H29A H 0.1959 0.2027 0.1571 0.126 Uiso 1 1 calc R
H29B H 0.2083 0.1300 0.2532 0.126 Uiso 1 1 calc R
C30 C 0.1392(2) 0.1825(3) 0.2423(5) 0.0821(16) Uani 1 1 d .
H30A H 0.1183 0.1708 0.1637 0.099 Uiso 1 1 calc R
H30B H 0.1339 0.1354 0.2931 0.099 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 0.0033 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'
Si Si 0.0817 0.0704 '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'
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
N3 Si1 N1 180.0 . .
N3 Si1 N2 90.11(7) . 2_655
N1 Si1 N2 89.89(7) . 2_655
N3 Si1 N2 90.12(7) . .
N1 Si1 N2 89.88(7) . .
N2 Si1 N2 179.77(14) 2_655 .
N3 Si1 O1 89.77(6) . 2_655
N1 Si1 O1 90.23(6) . 2_655
N2 Si1 O1 90.19(8) 2_655 2_655
N2 Si1 O1 89.81(8) . 2_655
N3 Si1 O1 89.77(6) . .
N1 Si1 O1 90.23(6) . .
N2 Si1 O1 89.81(8) 2_655 .
N2 Si1 O1 90.19(8) . .
O1 Si1 O1 179.53(12) 2_655 .
C26 O1 C23 110.10(18) . .
C26 O1 Si1 125.04(15) . .
C23 O1 Si1 124.86(15) . .
C30 O2 C27 102.7(4) . .
C2 N1 C2 106.7(3) . 2_655
C2 N1 Si1 126.66(15) . .
C2 N1 Si1 126.65(15) 2_655 .
C4 N2 C7 106.8(2) . .
C4 N2 Si1 126.85(17) . .
C7 N2 Si1 126.39(17) . .
C9 N3 C9 106.7(3) . 2_655
C9 N3 Si1 126.67(14) . .
C9 N3 Si1 126.67(14) 2_655 .
C2 C1 C1 107.53(15) . 2_655
C1 C2 N1 109.1(2) . .
C1 C2 C3 126.1(2) . .
N1 C2 C3 123.1(2) . .
C4 C3 C2 119.2(2) . .
C4 C3 C11 123.9(2) . .
C2 C3 C11 116.0(2) . .
C3 C4 N2 123.5(2) . .
C3 C4 C5 127.5(2) . .
N2 C4 C5 108.1(2) . .
C6 C5 C4 108.4(2) . .
C5 C6 C7 108.4(2) . .
C8 C7 N2 123.6(2) . .
C8 C7 C6 127.7(2) . .
N2 C7 C6 107.8(2) . .
C7 C8 C9 119.1(2) . .
C7 C8 C17 123.6(2) . .
C9 C8 C17 116.7(2) . .
C10 C9 N3 109.3(2) . .
C10 C9 C8 126.0(2) . .
N3 C9 C8 123.2(2) . .
C9 C10 C10 107.35(15) . 2_655
C16 C11 C12 117.8(2) . .
C16 C11 C3 123.4(2) . .
C12 C11 C3 118.7(2) . .
C13 C12 C11 121.3(3) . .
C14 C13 C12 120.1(3) . .
C13 C14 C15 119.5(3) . .
C14 C15 C16 120.4(3) . .
C15 C16 C11 120.8(3) . .
C22 C17 C18 117.9(2) . .
C22 C17 C8 123.7(2) . .
C18 C17 C8 118.4(2) . .
C19 C18 C17 121.4(3) . .
C18 C19 C20 120.1(3) . .
C21 C20 C19 119.4(3) . .
C20 C21 C22 120.8(3) . .
C21 C22 C17 120.5(3) . .
O1 C23 C24 103.7(2) . .
C23 C24 C25 102.8(2) . .
C26 C25 C24 102.8(2) . .
O1 C26 C25 104.1(2) . .
O2 C27 C28 98.7(4) . .
C29 C28 C27 110.8(6) . .
C30 C29 C28 103.9(6) . .
O2 C30 C29 115.8(6) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Si1 N3 1.832(3) .
Si1 N1 1.841(3) .
Si1 N2 1.851(2) 2_655
Si1 N2 1.851(2) .
Si1 O1 1.8912(17) 2_655
Si1 O1 1.8912(17) .
O1 C26 1.476(3) .
O1 C23 1.477(3) .
O2 C30 1.346(6) .
O2 C27 1.549(9) .
N1 C2 1.392(3) .
N1 C2 1.392(3) 2_655
N2 C4 1.408(3) .
N2 C7 1.411(3) .
N3 C9 1.389(3) .
N3 C9 1.389(3) 2_655
C1 C2 1.384(4) .
C1 C1 1.399(5) 2_655
C2 C3 1.439(4) .
C3 C4 1.371(4) .
C3 C11 1.486(4) .
C4 C5 1.440(4) .
C5 C6 1.346(4) .
C6 C7 1.443(4) .
C7 C8 1.367(4) .
C8 C9 1.438(4) .
C8 C17 1.488(4) .
C9 C10 1.388(4) .
C10 C10 1.400(5) 2_655
C11 C16 1.394(4) .
C11 C12 1.396(4) .
C12 C13 1.388(4) .
C13 C14 1.378(4) .
C14 C15 1.388(4) .
C15 C16 1.389(4) .
C17 C22 1.393(4) .
C17 C18 1.401(4) .
C18 C19 1.381(4) .
C19 C20 1.386(4) .
C20 C21 1.380(4) .
C21 C22 1.392(4) .
C23 C24 1.511(4) .
C24 C25 1.524(4) .
C25 C26 1.503(4) .
C27 C28 1.555(9) .
C28 C29 1.372(8) .
C29 C30 1.370(7) .
