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#$Date: 2025-08-20 16:06:16 +0300 (Wed, 20 Aug 2025) $
#$Revision: 301830 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/07/43/4074338.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_4074338
loop_
_publ_author_name
'Ilg, Rainer'
'Burschka, Christian'
'Schepmann, Dirk'
'Wünsch, Bernhard'
'Tacke, Reinhold'
_publ_section_title
;
 Synthesis and Pharmacological Characterization of Sila-panamesine, a
 Sila-Analogue of the σ Receptor Ligand Panamesine (EMD 57445)
;
_journal_issue                   22
_journal_name_full               Organometallics
_journal_page_first              5396
_journal_paper_doi               10.1021/om060562c
_journal_volume                  25
_journal_year                    2006
_chemical_formula_moiety         'C18 H16 O4 Si'
_chemical_formula_sum            'C18 H16 O4 Si'
_chemical_formula_weight         324.40
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 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                 102.442(11)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   6.3816(6)
_cell_length_b                   18.6027(14)
_cell_length_c                   13.6152(12)
_cell_measurement_reflns_used    5000
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      27.5
_cell_measurement_theta_min      6.6
_cell_volume                     1578.4(2)
_computing_cell_refinement       Stoe-IPDS
_computing_data_collection       Stoe-IPDS
_computing_data_reduction        Stoe-IPDS
_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      173(2)
_diffrn_measured_fraction_theta_full 0.925
_diffrn_measured_fraction_theta_max 0.925
_diffrn_measurement_device_type  Stoe-IPDS
_diffrn_measurement_method       Stoe-IPDS
_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  0.0252
_diffrn_reflns_av_sigmaI/netI    0.0256
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       24
_diffrn_reflns_limit_k_min       -23
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            11910
_diffrn_reflns_theta_full        27.98
_diffrn_reflns_theta_max         27.98
_diffrn_reflns_theta_min         2.67
_exptl_absorpt_coefficient_mu    0.166
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.365
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       blocks
_exptl_crystal_F_000             680
_exptl_crystal_size_max          .5
_exptl_crystal_size_mid          .4
_exptl_crystal_size_min          .3
_refine_diff_density_max         0.338
_refine_diff_density_min         -0.258
_refine_diff_density_rms         0.041
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.046
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     208
_refine_ls_number_reflns         3519
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.046
_refine_ls_R_factor_all          0.0456
_refine_ls_R_factor_gt           0.0336
_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)+(0.0524P)²+0.2510P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0874
_refine_ls_wR_factor_ref         0.0914
_reflns_number_gt                2770
_reflns_number_total             3519
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            om060562csi20060628_094023.cif
_cod_data_source_block           8_ilg06du
_cod_original_sg_symbol_H-M      P21/n
_cod_database_code               4074338
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -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
Si Si 0.35012(5) 0.227124(18) 0.36944(3) 0.02229(11) Uani 1 1 d .
O2 O 0.00190(19) 0.04196(6) 0.65868(9) 0.0413(3) Uani 1 1 d .
O1 O 0.2967(2) -0.00147(6) 0.60302(10) 0.0468(3) Uani 1 1 d .
O3 O 0.53639(19) 0.43190(6) 0.65118(9) 0.0430(3) Uani 1 1 d .
O4 O 0.81762(18) 0.47998(6) 0.58940(9) 0.0408(3) Uani 1 1 d .
C1 C 0.2401(2) 0.16980(7) 0.46003(10) 0.0239(3) Uani 1 1 d .
C8 C 0.4955(2) 0.30757(6) 0.43470(10) 0.0229(3) Uani 1 1 d .
C17 C 0.1195(2) 0.25599(8) 0.26905(11) 0.0322(3) Uani 1 1 d .
H17 H 0.0271 0.2193 0.2358 0.039 Uiso 1 1 calc R
C15 C 0.5418(2) 0.17453(7) 0.31268(11) 0.0286(3) Uani 1 1 d .
H15 H 0.6527 0.1491 0.3568 0.034 Uiso 1 1 calc R
C6 C 0.0617(2) 0.19420(7) 0.49485(11) 0.0283(3) Uani 1 1 d .
H6 H 0.0010 0.2394 0.4717 0.034 Uiso 1 1 calc R
C5 C -0.0314(2) 0.15504(7) 0.56227(12) 0.0307(3) Uani 1 1 d .
H5 H -0.1523 0.1725 0.5853 0.037 Uiso 1 1 calc R
C4 C 0.0614(2) 0.09025(7) 0.59308(11) 0.0275(3) Uani 1 1 d .
C7 C 0.1577(3) -0.01472(8) 0.66995(13) 0.0369(3) Uani 1 1 d .
H7A H 0.2414 -0.0162 0.7402 0.044 Uiso 1 1 calc R
H7B H 0.0848 -0.0616 0.6542 0.044 Uiso 1 1 calc R
C3 C 0.2367(2) 0.06457(7) 0.55947(11) 0.0273(3) Uani 1 1 d .
C2 C 0.3294(2) 0.10207(7) 0.49329(10) 0.0259(3) Uani 1 1 d .
H2 H 0.4491 0.0833 0.4706 0.031 Uiso 1 1 calc R
C9 C 0.4403(2) 0.33787(7) 0.52097(11) 0.0273(3) Uani 1 1 d .
H9 H 0.3265 0.3185 0.5477 0.033 Uiso 1 1 calc R
C10 C 0.5558(2) 0.39601(7) 0.56496(11) 0.0279(3) Uani 1 1 d .
C14 C 0.6935(2) 0.48807(8) 0.66454(13) 0.0356(3) Uani 1 1 d .
H14A H 0.6219 0.5356 0.6578 0.043 Uiso 1 1 calc R
H14B H 0.7878 0.4849 0.7324 0.043 Uiso 1 1 calc R
C11 C 0.7232(2) 0.42473(7) 0.52813(11) 0.0280(3) Uani 1 1 d .
C12 C 0.7814(2) 0.39772(7) 0.44436(12) 0.0305(3) Uani 1 1 d .
H12 H 0.8956 0.4180 0.4188 0.037 Uiso 1 1 calc R
C13 C 0.6633(2) 0.33847(7) 0.39811(11) 0.0268(3) Uani 1 1 d .
H13 H 0.6989 0.3186 0.3395 0.032 Uiso 1 1 calc R
C18 C 0.0731(3) 0.32213(10) 0.24017(14) 0.0483(4) Uani 1 1 d .
H18A H 0.1611 0.3605 0.2713 0.058 Uiso 1 1 calc R
H18B H -0.0486 0.3318 0.1880 0.058 Uiso 1 1 calc R
C16 C 0.5341(3) 0.17010(8) 0.21494(12) 0.0359(3) Uani 1 1 d .
H16A H 0.4253 0.1948 0.1687 0.043 Uiso 1 1 calc R
H16B H 0.6374 0.1422 0.1911 0.043 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'
O O 0.0106 0.0060 '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'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
C17 Si C15 109.50(7)
C17 Si C1 107.34(6)
C15 Si C1 110.30(6)
C17 Si C8 110.46(6)
C15 Si C8 108.27(6)
C1 Si C8 110.98(6)
C4 O2 C7 105.50(11)
C3 O1 C7 105.98(11)
C10 O3 C14 105.82(12)
C11 O4 C14 105.92(11)
C6 C1 C2 118.75(12)
C6 C1 Si 119.01(10)
C2 C1 Si 122.23(10)
C13 C8 C9 118.63(12)
C13 C8 Si 119.78(10)
C9 C8 Si 121.59(10)
C18 C17 Si 125.85(13)
C16 C15 Si 124.44(12)
C1 C6 C5 122.96(12)
C4 C5 C6 116.24(13)
C5 C4 O2 127.71(13)
C5 C4 C3 122.08(13)
O2 C4 C3 110.21(12)
O1 C7 O2 108.50(12)
C2 C3 C4 122.47(12)
C2 C3 O1 127.99(13)
C4 C3 O1 109.54(12)
C3 C2 C1 117.49(12)
C10 C9 C8 118.06(12)
C9 C10 O3 127.97(13)
C9 C10 C11 122.08(13)
O3 C10 C11 109.86(11)
O4 C14 O3 108.23(11)
C12 C11 O4 128.08(13)
C12 C11 C10 122.01(12)
O4 C11 C10 109.88(12)
C11 C12 C13 116.47(13)
C8 C13 C12 122.73(13)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
Si C17 1.8590(14)
Si C15 1.8594(15)
Si C1 1.8775(14)
Si C8 1.8801(13)
O2 C4 1.3768(17)
O2 C7 1.4345(18)
O1 C3 1.3819(16)
O1 C7 1.423(2)
O3 C10 1.3790(17)
O3 C14 1.4326(18)
O4 C11 1.3778(16)
O4 C14 1.430(2)
C1 C6 1.3998(19)
C1 C2 1.4166(17)
C8 C13 1.3981(19)
C8 C9 1.414(2)
C17 C18 1.306(2)
C15 C16 1.324(2)
C6 C5 1.400(2)
C5 C4 1.3685(19)
C4 C3 1.381(2)
C3 C2 1.371(2)
C9 C10 1.3716(18)
C10 C11 1.382(2)
C11 C12 1.369(2)
C12 C13 1.4054(19)
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
C17 Si C1 C6 -47.67(12)
C15 Si C1 C6 -166.90(10)
C8 Si C1 C6 73.11(11)
C17 Si C1 C2 131.34(11)
C15 Si C1 C2 12.11(12)
C8 Si C1 C2 -107.87(11)
C17 Si C8 C13 -89.39(11)
C15 Si C8 C13 30.49(12)
C1 Si C8 C13 151.68(10)
C17 Si C8 C9 90.94(12)
C15 Si C8 C9 -149.18(10)
C1 Si C8 C9 -27.99(12)
C15 Si C17 C18 -113.26(16)
C1 Si C17 C18 127.00(15)
C8 Si C17 C18 5.88(17)
C17 Si C15 C16 11.49(15)
C1 Si C15 C16 129.40(13)
C8 Si C15 C16 -109.00(13)
C2 C1 C6 C5 0.8(2)
Si C1 C6 C5 179.87(11)
C1 C6 C5 C4 -0.2(2)
C6 C5 C4 O2 179.75(13)
C6 C5 C4 C3 -0.2(2)
C7 O2 C4 C5 -176.70(14)
C7 O2 C4 C3 3.29(16)
C3 O1 C7 O2 4.94(17)
C4 O2 C7 O1 -5.07(17)
C5 C4 C3 C2 0.1(2)
O2 C4 C3 C2 -179.93(12)
C5 C4 C3 O1 179.74(13)
O2 C4 C3 O1 -0.26(16)
C7 O1 C3 C2 176.73(14)
C7 O1 C3 C4 -2.93(16)
C4 C3 C2 C1 0.5(2)
O1 C3 C2 C1 -179.06(13)
C6 C1 C2 C3 -0.96(18)
Si C1 C2 C3 -179.98(10)
C13 C8 C9 C10 -0.45(18)
Si C8 C9 C10 179.22(10)
C8 C9 C10 O3 -176.97(13)
C8 C9 C10 C11 -0.6(2)
C14 O3 C10 C9 179.87(14)
C14 O3 C10 C11 3.17(16)
C11 O4 C14 O3 5.24(16)
C10 O3 C14 O4 -5.18(16)
C14 O4 C11 C12 178.73(14)
C14 O4 C11 C10 -3.32(16)
C9 C10 C11 C12 1.3(2)
O3 C10 C11 C12 178.19(13)
C9 C10 C11 O4 -176.84(13)
O3 C10 C11 O4 0.09(16)
O4 C11 C12 C13 177.01(13)
C10 C11 C12 C13 -0.7(2)
C9 C8 C13 C12 0.97(19)
Si C8 C13 C12 -178.71(10)
C11 C12 C13 C8 -0.4(2)
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 139104826
