#------------------------------------------------------------------------------
#$Date: 2016-02-20 02:53:41 +0200 (Sat, 20 Feb 2016) $
#$Revision: 176768 $
#$URL: svn://www.crystallography.net/cod/cif/2/10/20/2102022.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_2102022
loop_
_publ_author_name
'O'Leary, Brian'
'Spalding, Trevor R.'
'Ferguson, George'
'Glidewell, Christopher'
_publ_section_title
;
 Oligosiloxanediols as building blocks for supramolecular chemistry:
 hydrogen-bonded adducts with amines form supramolecular structures in
 zero, one and two dimensions
;
_journal_issue                   2
_journal_name_full               'Acta Crystallographica Section B'
_journal_page_first              273
_journal_page_last               286
_journal_paper_doi               10.1107/S0108768199013051
_journal_volume                  56
_journal_year                    2000
_chemical_formula_moiety         'C24 H22 O3 Si2, C10 H8 N2'
_chemical_formula_sum            'C34 H30 N2 O3 Si2'
_chemical_formula_weight         570.78
_chemical_name_systematic
;
1,1,3,3-Tetraphenyldisiloxane-1,3-diol--2,2'-bipyridyl (1/1)
;
_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                99.57(2)
_cell_angle_beta                 100.519(13)
_cell_angle_gamma                93.80(3)
_cell_formula_units_Z            2
_cell_length_a                   8.9245(8)
_cell_length_b                   10.1900(17)
_cell_length_c                   17.3660(19)
_cell_measurement_reflns_used    25
_cell_measurement_temperature    294.0(10)
_cell_measurement_theta_max      19.25
_cell_measurement_theta_min      9.30
_cell_volume                     1523.5(4)
_computing_cell_refinement
'SET4 & CELDIM in CAD-4-PC Software (Enraf-Nonius, 1992)'
_computing_data_collection       'CAD-4-PC Software (Enraf-Nonius, 1992)'
_computing_data_reduction        'DATRD2 in NRCVAX96 (Gabe et al., 1989)'
_computing_molecular_graphics
'NRCVAX96, ORTEP (Johnson, 1976), PLATON (Spek, 1998)'
_computing_publication_material
'NRCVAX96, SHELXL97  and WordPerfect macro PREP8 (Ferguson, 1998)'
_computing_structure_refinement  'NRCVAX96 and SHELXL97 (Sheldrick, 1997b)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 1997a)'
_diffrn_ambient_temperature      294.0(10)
_diffrn_measured_fraction_theta_full .998
_diffrn_measured_fraction_theta_max .998
_diffrn_measurement_device       'Enraf-Nonius CAD-4'
_diffrn_measurement_method       θ/2θ
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'X-ray tube'
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     .71073
_diffrn_reflns_av_R_equivalents  .000
_diffrn_reflns_av_sigmaI/netI    .0173
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            6633
_diffrn_reflns_theta_full        26.93
_diffrn_reflns_theta_max         26.93
_diffrn_reflns_theta_min         2.03
_diffrn_standards_decay_%        2.8
_diffrn_standards_interval_time  120
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    .153
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_correction_T_min  1.0000
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.244
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             600
_exptl_crystal_size_max          .38
_exptl_crystal_size_mid          .36
_exptl_crystal_size_min          .33
_refine_diff_density_max         .279
_refine_diff_density_min         -.213
_refine_ls_extinction_coef       .0078(14)
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.104
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     376
_refine_ls_number_reflns         6633
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.104
_refine_ls_R_factor_all          .0516
_refine_ls_R_factor_gt           .0365
_refine_ls_shift/su_max          .001
_refine_ls_shift/su_mean         .000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0593P)²+0.2883P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_ref         .1166
_reflns_number_gt                5141
_reflns_number_total             6633
_reflns_threshold_expression     >2σ(I)
_cod_data_source_file            cf0008.cif
_cod_data_source_block           sila4
_cod_original_cell_volume        1523.5(3)
_cod_database_code               2102022
_cod_database_fobs_code          2102022
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_type_symbol
Si1 .00191(5) .13409(5) -.03771(3) .04547(13) Uani d . 1 Si
O1 .13995(15) .24650(18) .00920(8) .0738(4) Uani d . 1 O
O11 .0000 .0000 .0000 .0714(6) Uani d S 1 O
C11 -.18819(19) .19901(16) -.03637(9) .0429(3) Uani d . 1 C
C12 -.2040(2) .33553(19) -.02731(11) .0592(5) Uani d . 1 C
C13 -.3478(3) .3823(2) -.03004(13) .0745(7) Uani d . 1 C
C14 -.4758(3) .2943(3) -.04242(12) .0715(6) Uani d . 1 C
C15 -.4643(2) .1607(2) -.05257(12) .0657(5) Uani d . 1 C
C16 -.3217(2) .11319(19) -.04927(11) .0527(4) Uani d . 1 C
C21 .02804(18) .09050(17) -.14238(9) .0432(3) Uani d . 1 C
C22 .1184(2) .16923(19) -.17716(11) .0570(4) Uani d . 1 C
C23 .1272(3) .1356(2) -.25698(12) .0672(5) Uani d . 1 C
C24 .0457(2) .0233(2) -.30313(11) .0607(5) Uani d . 1 C
C25 -.0425(3) -.0569(3) -.27068(12) .0806(7) Uani d . 1 C
C26 -.0515(3) -.0233(2) -.19123(12) .0755(7) Uani d . 1 C
Si2 .51135(5) .15958(4) .50421(2) .03834(12) Uani d . 1 Si
O2 .37954(13) .20373(15) .43891(7) .0568(3) Uani d . 1 O
O21 .5000 .0000 .5000 .0591(5) Uani d S 1 O
C31 .70562(17) .21275(15) .48905(8) .0384(3) Uani d . 1 C
C32 .7307(2) .31973(18) .45099(11) .0521(4) Uani d . 1 C
C33 .8749(2) .3591(2) .43949(12) .0638(5) Uani d . 1 C
C34 .9986(2) .2944(2) .46699(12) .0614(5) Uani d . 1 C
C35 .9780(2) .1913(2) .50675(13) .0625(5) Uani d . 1 C
C36 .8331(2) .15012(17) .51706(11) .0518(4) Uani d . 1 C
C41 .48447(18) .24066(15) .60393(9) .0417(3) Uani d . 1 C
C42 .3939(2) .34604(17) .61450(11) .0489(4) Uani d . 1 C
C43 .3845(2) .41157(19) .69001(12) .0591(5) Uani d . 1 C
C44 .4647(3) .3724(2) .75592(12) .0646(5) Uani d . 1 C
C45 .5552(3) .2696(2) .74780(11) .0684(6) Uani d . 1 C
C46 .5651(2) .2043(2) .67257(10) .0574(5) Uani d . 1 C
N51 .16478(18) .37404(17) .17185(8) .0571(4) Uani d . 1 N
C52 .26252(18) .36046(16) .23786(9) .0417(3) Uani d . 1 C
C53 .2507(2) .42609(17) .31315(10) .0479(4) Uani d . 1 C
C54 .1361(2) .5081(2) .32035(12) .0590(5) Uani d . 1 C
C55 .0351(3) .5219(2) .25331(14) .0760(6) Uani d . 1 C
C56 .0536(3) .4527(3) .18126(13) .0791(7) Uani d . 1 C
N61 .43930(18) .20755(15) .28378(8) .0520(3) Uani d . 1 N
C62 .38977(18) .27737(15) .22664(9) .0416(3) Uani d . 1 C
C63 .4577(2) .27739(19) .16098(10) .0538(4) Uani d . 1 C
C64 .5822(3) .2065(2) .15477(12) .0712(6) Uani d . 1 C
C65 .6319(3) .1337(3) .21174(13) .0790(7) Uani d . 1 C
C66 .5572(3) .1357(2) .27439(12) .0687(6) Uani d . 1 C
H1 .1331 .2655 .0561 .111 Uiso calc R 1 H
H12 -.1176 .3961 -.0194 .071 Uiso calc R 1 H
H13 -.3567 .4737 -.0234 .089 Uiso calc R 1 H
H14 -.5714 .3262 -.0439 .086 Uiso calc R 1 H
H15 -.5519 .1011 -.0617 .079 Uiso calc R 1 H
H16 -.3151 .0214 -.0559 .063 Uiso calc R 1 H
H22 .1746 .2464 -.1464 .068 Uiso calc R 1 H
H23 .1891 .1901 -.2790 .081 Uiso calc R 1 H
H24 .0505 .0018 -.3567 .073 Uiso calc R 1 H
H25 -.0969 -.1346 -.3018 .097 Uiso calc R 1 H
H26 -.1131 -.0791 -.1700 .091 Uiso calc R 1 H
H2 .4065 .1954 .3958 .085 Uiso calc R 1 H
H32 .6487 .3657 .4329 .063 Uiso calc R 1 H
H33 .8884 .4298 .4130 .077 Uiso calc R 1 H
H34 1.0954 .3204 .4587 .074 Uiso calc R 1 H
H35 1.0617 .1488 .5269 .075 Uiso calc R 1 H
H36 .8207 .0789 .5433 .062 Uiso calc R 1 H
H42 .3385 .3730 .5700 .059 Uiso calc R 1 H
H43 .3239 .4820 .6958 .071 Uiso calc R 1 H
H44 .4578 .4158 .8065 .078 Uiso calc R 1 H
H45 .6099 .2437 .7928 .082 Uiso calc R 1 H
H46 .6270 .1346 .6677 .069 Uiso calc R 1 H
H53 .3195 .4145 .3581 .057 Uiso calc R 1 H
H54 .1273 .5537 .3701 .071 Uiso calc R 1 H
H55 -.0437 .5765 .2565 .091 Uiso calc R 1 H
H56 -.0162 .4614 .1360 .095 Uiso calc R 1 H
H63 .4196 .3248 .1216 .065 Uiso calc R 1 H
H64 .6317 .2083 .1122 .085 Uiso calc R 1 H
H65 .7147 .0836 .2083 .095 Uiso calc R 1 H
H66 .5905 .0843 .3125 .082 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 .0000 .0000 '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 .0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Si Si .0817 .0704 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_diffrn_standard_refln_index_h
_diffrn_standard_refln_index_k
_diffrn_standard_refln_index_l
-2 0 8
-1 -2 9
-1 -2 0
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
_geom_angle_publ_flag
O11 Si1 O1 . 113.09(7) no
O11 Si1 C21 . 108.80(6) no
O1 Si1 C21 . 107.43(8) no
O11 Si1 C11 . 106.97(6) no
O1 Si1 C11 . 111.04(8) no
C21 Si1 C11 . 109.46(7) no
Si1 O11 Si1 2 180.0 y
C16 C11 C12 . 117.00(17) no
C16 C11 Si1 . 121.52(13) no
C12 C11 Si1 . 121.37(15) no
C11 C12 C13 . 120.7(2) no
C14 C13 C12 . 120.25(19) no
C15 C14 C13 . 120.38(19) no
C14 C15 C16 . 119.8(2) no
C15 C16 C11 . 121.80(18) no
C26 C21 C22 . 116.31(16) no
C26 C21 Si1 . 119.76(13) no
C22 C21 Si1 . 123.86(13) no
C21 C22 C23 . 121.48(17) no
C24 C23 C22 . 120.25(18) no
C25 C24 C23 . 119.78(18) no
C24 C25 C26 . 119.95(19) no
C21 C26 C25 . 122.22(19) no
O21 Si2 O2 . 112.31(6) no
O21 Si2 C41 . 108.72(5) no
O2 Si2 C41 . 107.23(7) no
O21 Si2 C31 . 107.35(6) no
O2 Si2 C31 . 111.05(7) no
C41 Si2 C31 . 110.17(7) no
Si2 O21 Si2 2_656 180.0 y
C36 C31 C32 . 116.90(15) no
C36 C31 Si2 . 121.71(12) no
C32 C31 Si2 . 121.37(12) no
C33 C32 C31 . 121.41(17) no
C34 C33 C32 . 120.45(18) no
C35 C34 C33 . 119.40(18) no
C34 C35 C36 . 120.22(18) no
C35 C36 C31 . 121.58(17) no
C42 C41 C46 . 116.98(16) no
C42 C41 Si2 . 122.49(12) no
C46 C41 Si2 . 120.35(13) no
C43 C42 C41 . 121.39(17) no
C44 C43 C42 . 119.89(18) no
C43 C44 C45 . 120.32(18) no
C44 C45 C46 . 119.95(19) no
C45 C46 C41 . 121.47(18) no
C56 N51 C52 . 117.0(2) y
N51 C52 C53 . 122.07(16) no
N51 C52 C62 . 116.73(14) no
C53 C52 C62 . 121.12(14) no
C54 C53 C52 . 119.21(17) no
C55 C54 C53 . 119.12(17) no
C54 C55 C56 . 118.17(19) no
N51 C56 C55 . 124.4(2) no
C66 N61 C62 . 117.1(2) y
N61 C62 C63 . 122.06(16) no
N61 C62 C52 . 117.40(14) no
C63 C62 C52 . 120.48(15) no
C64 C63 C62 . 119.26(18) no
C65 C64 C63 . 119.1(2) no
C64 C65 C66 . 118.58(19) no
N61 C66 C65 . 123.81(19) 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
Si1 O11 . 1.6108(6) y
Si1 O1 . 1.622(2) y
Si1 C21 . 1.8589(16) no
Si1 C11 . 1.8640(17) no
O11 Si1 2 1.6108(6) no
C11 C16 . 1.390(3) no
C11 C12 . 1.393(2) no
C12 C13 . 1.394(3) no
C13 C14 . 1.365(3) no
C14 C15 . 1.357(3) no
C15 C16 . 1.387(3) no
C21 C26 . 1.383(3) no
C21 C22 . 1.383(2) no
C22 C23 . 1.389(3) no
C23 C24 . 1.361(3) no
C24 C25 . 1.355(3) no
C25 C26 . 1.384(3) no
Si2 O21 . 1.6111(5) y
Si2 O2 . 1.620(2) y
Si2 C41 . 1.8551(17) no
Si2 C31 . 1.8597(16) no
O21 Si2 2_656 1.6111(5) no
C31 C36 . 1.391(2) no
C31 C32 . 1.392(2) no
C32 C33 . 1.382(3) no
C33 C34 . 1.375(3) no
C34 C35 . 1.370(3) no
C35 C36 . 1.386(3) no
C41 C42 . 1.394(2) no
C41 C46 . 1.395(2) no
C42 C43 . 1.389(3) no
C43 C44 . 1.368(3) no
C44 C45 . 1.368(3) no
C45 C46 . 1.385(3) no
N51 C56 . 1.332(3) no
N51 C52 . 1.341(2) no
C52 C53 . 1.392(2) no
C52 C62 . 1.482(2) no
C53 C54 . 1.372(3) no
C54 C55 . 1.370(3) no
C55 C56 . 1.373(3) no
N61 C66 . 1.340(3) no
N61 C62 . 1.343(2) no
C62 C63 . 1.386(2) no
C63 C64 . 1.375(3) no
C64 C65 . 1.362(3) no
C65 C66 . 1.374(3) no
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_publ_flag
O1 H1 N51 .82 2.09 2.869(2) 159 yes
O2 H2 N61 .82 2.04 2.846(2) 167 yes
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
_geom_torsion_publ_flag
O11 Si1 C11 C16 -35.46(14) no
O1 Si1 C11 C16 -159.29(13) no
C21 Si1 C11 C16 82.26(15) no
O11 Si1 C11 C12 148.58(13) no
O1 Si1 C11 C12 24.76(16) no
C21 Si1 C11 C12 -93.70(15) no
C16 C11 C12 C13 .9(3) no
Si1 C11 C12 C13 177.06(15) no
C11 C12 C13 C14 -.6(3) no
C12 C13 C14 C15 -.3(3) no
C13 C14 C15 C16 .9(3) no
C14 C15 C16 C11 -.5(3) no
C12 C11 C16 C15 -.4(3) no
Si1 C11 C16 C15 -176.50(14) no
O11 Si1 C21 C26 42.59(18) no
O1 Si1 C21 C26 165.35(17) no
C11 Si1 C21 C26 -73.98(18) no
O11 Si1 C21 C22 -140.67(14) no
O1 Si1 C21 C22 -17.92(18) no
C11 Si1 C21 C22 102.76(16) no
C26 C21 C22 C23 .5(3) no
Si1 C21 C22 C23 -176.36(16) no
C21 C22 C23 C24 .2(3) no
C22 C23 C24 C25 -1.0(4) no
C23 C24 C25 C26 1.1(4) no
C22 C21 C26 C25 -.3(3) no
Si1 C21 C26 C25 176.6(2) no
C24 C25 C26 C21 -.5(4) no
O21 Si2 C31 C36 -34.24(14) no
O2 Si2 C31 C36 -157.37(13) no
C41 Si2 C31 C36 83.98(15) no
O21 Si2 C31 C32 147.56(13) no
O2 Si2 C31 C32 24.43(16) no
C41 Si2 C31 C32 -94.22(15) no
C36 C31 C32 C33 1.9(3) no
Si2 C31 C32 C33 -179.81(15) no
C31 C32 C33 C34 -1.2(3) no
C32 C33 C34 C35 -.7(3) no
C33 C34 C35 C36 1.9(3) no
C34 C35 C36 C31 -1.2(3) no
C32 C31 C36 C35 -.7(3) no
Si2 C31 C36 C35 -178.99(15) no
O21 Si2 C41 C42 -137.12(13) no
O2 Si2 C41 C42 -15.47(16) no
C31 Si2 C41 C42 105.50(14) no
O21 Si2 C41 C46 47.88(15) no
O2 Si2 C41 C46 169.53(14) no
C31 Si2 C41 C46 -69.50(15) no
C46 C41 C42 C43 .0(3) no
Si2 C41 C42 C43 -175.19(13) no
C41 C42 C43 C44 -.3(3) no
C42 C43 C44 C45 .5(3) no
C43 C44 C45 C46 -.4(3) no
C44 C45 C46 C41 .0(3) no
C42 C41 C46 C45 .2(3) no
Si2 C41 C46 C45 175.49(16) no
C56 N51 C52 C53 -.6(3) no
C56 N51 C52 C62 -177.51(19) no
N51 C52 C53 C54 -.4(3) no
C62 C52 C53 C54 176.30(16) no
C52 C53 C54 C55 .9(3) no
C53 C54 C55 C56 -.2(4) no
C52 N51 C56 C55 1.4(4) no
C54 C55 C56 N51 -.9(4) no
C66 N61 C62 C63 -.8(3) no
C66 N61 C62 C52 -178.11(16) no
N51 C52 C62 N61 -147.35(16) no
C53 C52 C62 N61 35.7(2) no
N51 C52 C62 C63 35.2(2) no
C53 C52 C62 C63 -141.66(17) no
N61 C62 C63 C64 -1.6(3) no
C52 C62 C63 C64 175.66(18) no
C62 C63 C64 C65 2.6(3) no
C63 C64 C65 C66 -1.2(4) no
C62 N61 C66 C65 2.3(3) no
C64 C65 C66 N61 -1.3(4) no
