#------------------------------------------------------------------------------
#$Date: 2016-02-20 02:53:41 +0200 (Sat, 20 Feb 2016) $
#$Revision: 176768 $
#$URL: svn://www.crystallography.net/cod/cif/2/10/20/2102023.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_2102023
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         '2(C24 H22 O3 Si2), C4 H4 N2'
_chemical_formula_sum            'C52 H48 N2 O6 Si4'
_chemical_formula_weight         909.28
_chemical_name_systematic
;
1,1,3,3-Tetraphenyldisiloxane-1,3-diol--pyrazine (2/1)
;
_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                108.740(11)
_cell_angle_beta                 89.774(14)
_cell_angle_gamma                94.792(10)
_cell_formula_units_Z            1
_cell_length_a                   8.8365(8)
_cell_length_b                   10.8028(10)
_cell_length_c                   13.3231(16)
_cell_measurement_reflns_used    25
_cell_measurement_temperature    294.0(10)
_cell_measurement_theta_max      20.50
_cell_measurement_theta_min      14.50
_cell_volume                     1199.8(2)
_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 .999
_diffrn_measured_fraction_theta_max .999
_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    .0469
_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       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            5200
_diffrn_reflns_theta_full        26.89
_diffrn_reflns_theta_max         26.89
_diffrn_reflns_theta_min         1.99
_diffrn_standards_decay_%        'no decay, variation 0.6'
_diffrn_standards_interval_time  120
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    .175
_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    1.258
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             478
_exptl_crystal_size_max          .39
_exptl_crystal_size_mid          .39
_exptl_crystal_size_min          .10
_refine_diff_density_max         .250
_refine_diff_density_min         -.210
_refine_ls_extinction_coef       .010(2)
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.038
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     292
_refine_ls_number_reflns         5200
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.038
_refine_ls_R_factor_all          .0806
_refine_ls_R_factor_gt           .0411
_refine_ls_shift/su_max          .000
_refine_ls_shift/su_mean         .000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0577P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_ref         .1117
_reflns_number_gt                3278
_reflns_number_total             5200
_reflns_threshold_expression     >2σ(I)
_cod_data_source_file            cf0008.cif
_cod_data_source_block           sila5
_cod_database_code               2102023
_cod_database_fobs_code          2102023
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 .00473(6) .14967(5) .72883(4) .03606(15) Uani d . 1 Si
Si2 .04689(6) -.14748(5) .67098(4) .03861(16) Uani d . 1 Si
O1 -.07033(16) .13766(14) .61441(10) .0463(3) Uani d . 1 O
O2 -.05509(17) -.19021(15) .56249(11) .0511(4) Uani d . 1 O
O3 .06639(16) .01107(12) .72750(11) .0452(3) Uani d . 1 O
C11 .1689(2) .27509(18) .74879(14) .0372(4) Uani d . 1 C
C12 .2993(2) .2748(2) .80669(17) .0487(5) Uani d . 1 C
C13 .4209(3) .3684(2) .81805(19) .0584(6) Uani d . 1 C
C14 .4140(3) .4631(2) .77039(19) .0567(6) Uani d . 1 C
C15 .2877(3) .4666(2) .71350(19) .0577(6) Uani d . 1 C
C16 .1668(3) .37365(19) .70291(17) .0473(5) Uani d . 1 C
C21 -.1357(2) .19493(19) .83585(15) .0407(5) Uani d . 1 C
C22 -.2647(3) .1114(2) .83562(19) .0576(6) Uani d . 1 C
C23 -.3645(3) .1394(3) .9179(2) .0684(7) Uani d . 1 C
C24 -.3388(3) .2516(3) 1.0029(2) .0718(7) Uani d . 1 C
C25 -.2146(3) .3371(3) 1.0042(2) .0754(8) Uani d . 1 C
C26 -.1142(3) .3093(2) .92177(18) .0564(6) Uani d . 1 C
C31 .2394(2) -.2068(2) .64417(18) .0471(5) Uani d . 1 C
C32 .2742(3) -.2936(3) .5476(2) .0748(8) Uani d . 1 C
C33 .4167(5) -.3389(4) .5279(3) .1140(14) Uani d . 1 C
C34 .5267(4) -.2986(4) .6043(4) .1137(16) Uani d . 1 C
C35 .4971(3) -.2149(3) .7014(4) .0990(12) Uani d . 1 C
C36 .3540(3) -.1686(2) .7213(3) .0740(8) Uani d . 1 C
C41 -.0547(2) -.2233(2) .76202(17) .0459(5) Uani d . 1 C
C42 -.0981(3) -.3570(2) .7281(2) .0603(6) Uani d . 1 C
C43 -.1722(3) -.4163(3) .7953(3) .0750(8) Uani d . 1 C
C44 -.2048(3) -.3436(3) .8952(3) .0801(9) Uani d . 1 C
C45 -.1638(3) -.2120(3) .9311(2) .0818(9) Uani d . 1 C
C46 -.0874(3) -.1523(3) .86541(19) .0627(6) Uani d . 1 C
N51 -.3588(2) .0340(2) .55076(15) .0563(5) Uani d . 1 N
C52 -.4776(3) .1004(3) .5848(2) .0800(9) Uani d . 1 C
C53 -.6168(3) .0660(3) .5346(2) .0751(8) Uani d . 1 C
H1 -.1564 .1010 .6089 .069 Uiso calc R 1 H
H2 -.0082 -.1673 .5173 .077 Uiso calc R 1 H
H12 .3051 .2102 .8385 .058 Uiso calc R 1 H
H13 .5067 .3669 .8577 .070 Uiso calc R 1 H
H14 .4960 .5252 .7770 .068 Uiso calc R 1 H
H15 .2830 .5315 .6819 .069 Uiso calc R 1 H
H16 .0812 .3770 .6638 .057 Uiso calc R 1 H
H22 -.2838 .0348 .7785 .069 Uiso calc R 1 H
H23 -.4498 .0819 .9157 .082 Uiso calc R 1 H
H24 -.4050 .2695 1.0592 .086 Uiso calc R 1 H
H25 -.1979 .4144 1.0610 .090 Uiso calc R 1 H
H26 -.0305 .3684 .9239 .068 Uiso calc R 1 H
H32 .1997 -.3225 .4941 .090 Uiso calc R 1 H
H33 .4369 -.3973 .4619 .137 Uiso calc R 1 H
H34 .6229 -.3282 .5904 .136 Uiso calc R 1 H
H35 .5723 -.1886 .7544 .119 Uiso calc R 1 H
H36 .3350 -.1108 .7879 .089 Uiso calc R 1 H
H42 -.0771 -.4078 .6595 .072 Uiso calc R 1 H
H43 -.1996 -.5061 .7716 .090 Uiso calc R 1 H
H44 -.2553 -.3837 .9396 .096 Uiso calc R 1 H
H45 -.1872 -.1623 .9996 .098 Uiso calc R 1 H
H46 -.0575 -.0629 .8912 .075 Uiso calc R 1 H
H52 -.4663 .1736 .6454 .096 Uiso calc R 1 H
H53 -.6968 .1161 .5627 .090 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
0 2 -5
-1 4 -3
-2 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
_geom_angle_publ_flag
O1 Si1 O3 . 111.09(8) no
O1 Si1 C21 . 111.29(8) no
O3 Si1 C21 . 107.67(8) no
O1 Si1 C11 . 105.09(8) no
O3 Si1 C11 . 109.02(8) no
C21 Si1 C11 . 112.71(9) no
O2 Si2 O3 . 112.15(8) no
O2 Si2 C41 . 106.63(9) no
O3 Si2 C41 . 108.78(9) no
O2 Si2 C31 . 110.63(10) no
O3 Si2 C31 . 108.30(9) no
C41 Si2 C31 . 110.34(9) no
Si2 O3 Si1 . 144.70(10) y
C16 C11 C12 . 116.67(19) no
C16 C11 Si1 . 120.19(15) no
C12 C11 Si1 . 123.13(15) no
C13 C12 C11 . 121.5(2) no
C14 C13 C12 . 119.6(2) no
C15 C14 C13 . 120.4(2) no
C14 C15 C16 . 119.8(2) no
C15 C16 C11 . 122.0(2) no
C26 C21 C22 . 116.9(2) no
C26 C21 Si1 . 122.10(16) no
C22 C21 Si1 . 120.91(16) no
C23 C22 C21 . 121.6(2) no
C24 C23 C22 . 120.3(2) no
C23 C24 C25 . 119.4(2) no
C24 C25 C26 . 120.4(2) no
C25 C26 C21 . 121.3(2) no
C32 C31 C36 . 116.6(2) no
C32 C31 Si2 . 121.79(19) no
C36 C31 Si2 . 121.61(19) no
C31 C32 C33 . 121.8(3) no
C34 C33 C32 . 120.2(4) no
C33 C34 C35 . 120.1(3) no
C34 C35 C36 . 119.9(3) no
C31 C36 C35 . 121.4(3) no
C46 C41 C42 . 117.2(2) no
C46 C41 Si2 . 122.84(17) no
C42 C41 Si2 . 119.96(17) no
C41 C42 C43 . 121.0(3) no
C44 C43 C42 . 120.3(3) no
C43 C44 C45 . 120.3(2) no
C44 C45 C46 . 119.9(3) no
C45 C46 C41 . 121.3(3) no
C53 N51 C52 2_456 115.1(2) y
N51 C52 C53 . 122.6(2) y
N51 C53 C52 2_456 122.3(2) y
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 O1 . 1.627(2) y
Si1 O3 . 1.630(2) y
Si1 C21 . 1.858(2) no
Si1 C11 . 1.858(2) no
Si2 O2 . 1.621(2) y
Si2 O3 . 1.629(2) y
Si2 C41 . 1.858(2) no
Si2 C31 . 1.861(2) no
C11 C16 . 1.389(3) no
C11 C12 . 1.390(3) no
C12 C13 . 1.386(3) no
C13 C14 . 1.372(3) no
C14 C15 . 1.362(3) no
C15 C16 . 1.379(3) no
C21 C26 . 1.388(3) no
C21 C22 . 1.392(3) no
C22 C23 . 1.377(3) no
C23 C24 . 1.370(4) no
C24 C25 . 1.371(4) no
C25 C26 . 1.382(3) no
C31 C32 . 1.378(3) no
C31 C36 . 1.385(3) no
C32 C33 . 1.383(4) no
C33 C34 . 1.349(6) no
C34 C35 . 1.358(5) no
C35 C36 . 1.392(4) no
C41 C46 . 1.387(3) no
C41 C42 . 1.389(3) no
C42 C43 . 1.391(3) no
C43 C44 . 1.354(4) no
C44 C45 . 1.364(4) no
C45 C46 . 1.387(3) no
N51 C53 2_456 1.296(3) y
N51 C52 . 1.317(3) y
C52 C53 . 1.367(4) y
C53 N51 2_456 1.296(3) no
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_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 1.94 2.720(2) 159 yes
O2 H2 O1 2_556 .82 1.99 2.800(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_site_symmetry_1
_geom_torsion_site_symmetry_4
_geom_torsion
_geom_torsion_publ_flag
O2 Si2 O3 Si1 . . 12.8(2) y
C41 Si2 O3 Si1 . . -104.87(17) no
C31 Si2 O3 Si1 . . 135.19(16) no
O1 Si1 O3 Si2 . . -24.8(2) y
C21 Si1 O3 Si2 . . 97.33(17) no
C11 Si1 O3 Si2 . . -140.10(16) no
O1 Si1 C11 C16 . . 28.44(18) no
O3 Si1 C11 C16 . . 147.59(16) no
C21 Si1 C11 C16 . . -92.92(17) no
O1 Si1 C11 C12 . . -150.02(17) no
O3 Si1 C11 C12 . . -30.87(19) no
C21 Si1 C11 C12 . . 88.61(19) no
C16 C11 C12 C13 . . .1(3) no
Si1 C11 C12 C13 . . 178.61(17) no
C11 C12 C13 C14 . . -.7(3) no
C12 C13 C14 C15 . . 1.0(4) no
C13 C14 C15 C16 . . -.6(4) no
C14 C15 C16 C11 . . .0(4) no
C12 C11 C16 C15 . . .2(3) no
Si1 C11 C16 C15 . . -178.33(17) no
O1 Si1 C21 C26 . . -119.46(18) no
O3 Si1 C21 C26 . . 118.58(18) no
C11 Si1 C21 C26 . . -1.7(2) no
O1 Si1 C21 C22 . . 63.71(19) no
O3 Si1 C21 C22 . . -58.25(19) no
C11 Si1 C21 C22 . . -178.52(17) no
C26 C21 C22 C23 . . -1.4(3) no
Si1 C21 C22 C23 . . 175.6(2) no
C21 C22 C23 C24 . . .0(4) no
C22 C23 C24 C25 . . 1.5(4) no
C23 C24 C25 C26 . . -1.5(4) no
C24 C25 C26 C21 . . .0(4) no
C22 C21 C26 C25 . . 1.4(3) no
Si1 C21 C26 C25 . . -175.6(2) no
O2 Si2 C31 C32 . . -10.1(2) no
O3 Si2 C31 C32 . . -133.43(19) no
C41 Si2 C31 C32 . . 107.6(2) no
O2 Si2 C31 C36 . . 171.55(18) no
O3 Si2 C31 C36 . . 48.3(2) no
C41 Si2 C31 C36 . . -70.7(2) no
C36 C31 C32 C33 . . -.9(4) no
Si2 C31 C32 C33 . . -179.3(2) no
C31 C32 C33 C34 . . .1(5) no
C32 C33 C34 C35 . . 1.0(6) no
C33 C34 C35 C36 . . -1.3(5) no
C32 C31 C36 C35 . . .6(4) no
Si2 C31 C36 C35 . . 179.0(2) no
C34 C35 C36 C31 . . .5(4) no
O2 Si2 C41 C46 . . -128.7(2) no
O3 Si2 C41 C46 . . -7.6(2) no
C31 Si2 C41 C46 . . 111.1(2) no
O2 Si2 C41 C42 . . 52.8(2) no
O3 Si2 C41 C42 . . 173.99(17) no
C31 Si2 C41 C42 . . -67.3(2) no
C46 C41 C42 C43 . . .5(4) no
Si2 C41 C42 C43 . . 179.06(19) no
C41 C42 C43 C44 . . .6(4) no
C42 C43 C44 C45 . . -.6(4) no
C43 C44 C45 C46 . . -.5(5) no
C44 C45 C46 C41 . . 1.7(4) no
C42 C41 C46 C45 . . -1.7(4) no
Si2 C41 C46 C45 . . 179.8(2) no
C53 N51 C52 C53 2_456 . .6(5) no
N51 C52 C53 N51 . 2_456 -.6(5) no
