#------------------------------------------------------------------------------
#$Date: 2016-03-23 04:05:21 +0200 (Wed, 23 Mar 2016) $
#$Revision: 179276 $
#$URL: svn://www.crystallography.net/cod/cif/4/31/96/4319691.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_4319691
loop_
_publ_author_name
'Reinhold Tacke'
'Rüdiger Bertermann'
'Olaf Dannappel'
'Ruth E. Neugebauer'
'Melanie Pülm'
'Reiner Willeke'
_publ_contact_author
;       Reinhold Tacke
    Institut für Anorganische Chemie
    Bayerische Julius-Maximilians-Universität Würzburg
    Am Hubland
    D-97074 Würzburg
    Bundesrepublik Deutschland
;
_publ_contact_author_email       r.tacke@mail.uni-wuerzburg.de
_publ_contact_author_fax         '049 931 8884609'
_publ_contact_author_phone       '049 931 8885250'
_publ_section_title
;
 Monocyclic Zwitterionic λ5Si-Silicates with an SiO2FC2 Framework:
 Syntheses and Structural Characterization in the Solid State and in
 Solution
;
_journal_name_full               'Inorganic Chemistry'
_journal_page_first              2520
_journal_page_last               2527
_journal_paper_doi               10.1021/ic0014484
_journal_volume                  40
_journal_year                    2001
_chemical_formula_moiety         'C17 H28 F N O2 Si'
_chemical_formula_sum            'C17 H28 F N O2 Si'
_chemical_formula_weight         325.49
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           61
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  '-P 2ac 2ab'
_symmetry_space_group_name_H-M   'P b c a'
_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                 90.00
_cell_angle_gamma                90.00
_cell_formula_units_Z            8
_cell_length_a                   9.6112(19)
_cell_length_b                   16.524(3)
_cell_length_c                   22.098(4)
_cell_measurement_temperature    173(2)
_cell_volume                     3509.5(11)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      173(2)
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.995
_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  0.0000
_diffrn_reflns_av_sigmaI/netI    0.0305
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            3021
_diffrn_reflns_theta_full        24.83
_diffrn_reflns_theta_max         24.83
_diffrn_reflns_theta_min         2.47
_exptl_absorpt_coefficient_mu    0.150
_exptl_absorpt_correction_T_max  0.9287
_exptl_absorpt_correction_T_min  0.9153
_exptl_crystal_density_diffrn    1.232
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1408
_exptl_crystal_size_max          0.60
_exptl_crystal_size_mid          0.60
_exptl_crystal_size_min          0.50
_refine_diff_density_max         0.255
_refine_diff_density_min         -0.219
_refine_diff_density_rms         0.048
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.117
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     208
_refine_ls_number_reflns         3021
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.117
_refine_ls_R_factor_all          0.0653
_refine_ls_R_factor_gt           0.0578
_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)+(0.0352P)²+3.4611P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1069
_refine_ls_wR_factor_ref         0.1107
_reflns_number_gt                2564
_reflns_number_total             3021
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ic0014484_2.cif
_cod_data_source_block           no11b
_cod_original_cell_volume        3509.4(12)
_cod_database_code               4319691
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'x, -y-1/2, z-1/2'
'-x-1/2, 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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Si Si 0.44696(6) 0.10407(4) 0.59676(3) 0.02676(17) Uani 1 1 d . . .
O1 O 0.53905(15) 0.14517(9) 0.66490(6) 0.0273(3) Uani 1 1 d . . .
O2 O 0.35787(15) 0.19361(9) 0.59554(7) 0.0274(3) Uani 1 1 d . . .
F F 0.37433(15) 0.08142(9) 0.53006(7) 0.0443(4) Uani 1 1 d . . .
N N 0.75076(18) 0.10839(10) 0.59731(8) 0.0215(4) Uani 1 1 d . . .
H H 0.714(2) 0.1316(14) 0.6314(10) 0.027(6) Uiso 1 1 d . . .
C1 C 0.6246(2) 0.08361(13) 0.56077(10) 0.0268(5) Uani 1 1 d . . .
H1A H 0.6316 0.0249 0.5523 0.032 Uiso 1 1 calc R . .
H1B H 0.6282 0.1121 0.5214 0.032 Uiso 1 1 calc R . .
C2 C 0.3647(3) 0.02016(16) 0.64026(15) 0.0508(7) Uani 1 1 d . . .
H2A H 0.2871 -0.0023 0.6169 0.076 Uiso 0.50 1 calc PR . .
H2B H 0.3299 0.0410 0.6789 0.076 Uiso 0.50 1 calc PR . .
H2C H 0.4337 -0.0223 0.6478 0.076 Uiso 0.50 1 calc PR . .
H2D H 0.4134 0.0132 0.6789 0.076 Uiso 0.50 1 calc PR . .
H2E H 0.3706 -0.0301 0.6168 0.076 Uiso 0.50 1 calc PR . .
H2F H 0.2668 0.0332 0.6479 0.076 Uiso 0.50 1 calc PR . .
C3 C 0.4881(2) 0.21819(13) 0.68115(9) 0.0252(5) Uani 1 1 d . . .
C4 C 0.3828(2) 0.24454(13) 0.64277(9) 0.0246(4) Uani 1 1 d . . .
C5 C 0.3157(2) 0.31736(13) 0.65286(10) 0.0305(5) Uani 1 1 d . . .
H5 H 0.2430 0.3350 0.6269 0.037 Uiso 1 1 calc R . .
C6 C 0.3577(3) 0.36408(14) 0.70196(10) 0.0347(6) Uani 1 1 d . . .
H6 H 0.3115 0.4137 0.7103 0.042 Uiso 1 1 calc R . .
C7 C 0.4654(3) 0.33920(14) 0.73872(10) 0.0369(6) Uani 1 1 d . . .
H7 H 0.4942 0.3726 0.7714 0.044 Uiso 1 1 calc R . .
C8 C 0.5328(3) 0.26547(15) 0.72858(10) 0.0335(5) Uani 1 1 d . . .
H8 H 0.6075 0.2485 0.7537 0.040 Uiso 1 1 calc R . .
C11 C 0.8352(2) 0.03702(13) 0.62385(10) 0.0269(5) Uani 1 1 d . . .
C12 C 0.9445(3) 0.07361(16) 0.66585(10) 0.0367(6) Uani 1 1 d . . .
H12A H 0.8968 0.0983 0.7010 0.044 Uiso 1 1 calc R . .
H12B H 1.0049 0.0297 0.6812 0.044 Uiso 1 1 calc R . .
C13 C 1.0349(2) 0.13720(16) 0.63603(12) 0.0425(6) Uani 1 1 d . . .
H13A H 1.0865 0.1129 0.6018 0.051 Uiso 1 1 calc R . .
H13B H 1.1034 0.1583 0.6655 0.051 Uiso 1 1 calc R . .
C14 C 0.9438(3) 0.20567(15) 0.61338(12) 0.0405(6) Uani 1 1 d . . .
H14A H 1.0036 0.2470 0.5939 0.049 Uiso 1 1 calc R . .
H14B H 0.8975 0.2315 0.6485 0.049 Uiso 1 1 calc R . .
C15 C 0.8330(2) 0.17899(13) 0.56837(10) 0.0287(5) Uani 1 1 d . . .
C16 C 0.7355(3) -0.01441(15) 0.66134(12) 0.0402(6) Uani 1 1 d . . .
H16A H 0.6689 -0.0413 0.6344 0.060 Uiso 1 1 calc R . .
H16B H 0.6851 0.0203 0.6898 0.060 Uiso 1 1 calc R . .
H16C H 0.7883 -0.0553 0.6838 0.060 Uiso 1 1 calc R . .
C17 C 0.9010(3) -0.01567(14) 0.57507(11) 0.0336(5) Uani 1 1 d . . .
H17A H 0.9330 -0.0666 0.5931 0.050 Uiso 1 1 calc R . .
H17B H 0.9803 0.0129 0.5572 0.050 Uiso 1 1 calc R . .
H17C H 0.8320 -0.0272 0.5436 0.050 Uiso 1 1 calc R . .
C18 C 0.7313(3) 0.24910(14) 0.55898(12) 0.0397(6) Uani 1 1 d . . .
H18A H 0.6837 0.2610 0.5972 0.060 Uiso 1 1 calc R . .
H18B H 0.6625 0.2341 0.5282 0.060 Uiso 1 1 calc R . .
H18C H 0.7825 0.2971 0.5455 0.060 Uiso 1 1 calc R . .
C19 C 0.8967(3) 0.15442(16) 0.50774(11) 0.0394(6) Uani 1 1 d . . .
H19A H 0.9115 0.2028 0.4829 0.059 Uiso 1 1 calc R . .
H19B H 0.8335 0.1173 0.4867 0.059 Uiso 1 1 calc R . .
H19C H 0.9860 0.1274 0.5148 0.059 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'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 '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
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
F Si O2 88.32(7) . . ?
F Si C2 96.37(12) . . ?
O2 Si C2 116.07(11) . . ?
F Si O1 170.35(8) . . ?
O2 Si O1 86.31(7) . . ?
C2 Si O1 93.19(11) . . ?
F Si C1 88.09(8) . . ?
O2 Si C1 126.38(9) . . ?
C2 Si C1 117.49(11) . . ?
O1 Si C1 88.65(8) . . ?
C3 O1 Si 111.46(13) . . ?
C4 O2 Si 115.76(13) . . ?
H N C1 104.1(15) . . ?
H N C11 102.1(14) . . ?
C1 N C11 114.60(16) . . ?
H N C15 102.8(14) . . ?
C1 N C15 113.12(16) . . ?
C11 N C15 117.62(16) . . ?
N C1 Si 116.44(14) . . ?
O1 C3 C8 126.6(2) . . ?
O1 C3 C4 112.44(19) . . ?
C8 C3 C4 121.0(2) . . ?
O2 C4 C5 125.4(2) . . ?
O2 C4 C3 113.69(18) . . ?
C5 C4 C3 120.9(2) . . ?
C4 C5 C6 118.3(2) . . ?
C7 C6 C5 120.8(2) . . ?
C6 C7 C8 120.9(2) . . ?
C3 C8 C7 118.1(2) . . ?
C17 C11 C16 109.07(19) . . ?
C17 C11 C12 111.77(19) . . ?
C16 C11 C12 108.83(19) . . ?
C17 C11 N 112.66(17) . . ?
C16 C11 N 107.52(17) . . ?
C12 C11 N 106.83(17) . . ?
C13 C12 C11 113.91(19) . . ?
C12 C13 C14 109.2(2) . . ?
C13 C14 C15 113.8(2) . . ?
C14 C15 C19 111.7(2) . . ?
C14 C15 C18 108.4(2) . . ?
C19 C15 C18 109.78(19) . . ?
C14 C15 N 107.79(18) . . ?
C19 C15 N 111.52(18) . . ?
C18 C15 N 107.51(17) . . ?
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
Si F 1.6733(15) . ?
Si O2 1.7097(15) . ?
Si C2 1.863(3) . ?
Si O1 1.8740(16) . ?
Si C1 1.914(2) . ?
O1 C3 1.351(3) . ?
O2 C4 1.362(3) . ?
N H 0.92(2) . ?
N C1 1.513(3) . ?
N C11 1.547(3) . ?
N C15 1.547(3) . ?
C3 C8 1.376(3) . ?
C3 C4 1.390(3) . ?
C4 C5 1.383(3) . ?
C5 C6 1.391(3) . ?
C6 C7 1.379(4) . ?
C7 C8 1.398(3) . ?
C11 C17 1.523(3) . ?
C11 C16 1.525(3) . ?
C11 C12 1.527(3) . ?
C12 C13 1.515(4) . ?
C13 C14 1.516(4) . ?
C14 C15 1.523(3) . ?
C15 C19 1.528(3) . ?
C15 C18 1.530(3) . ?
