#------------------------------------------------------------------------------
#$Date: 2016-02-20 00:18:51 +0200 (Sat, 20 Feb 2016) $
#$Revision: 176760 $
#$URL: svn://www.crystallography.net/cod/cif/2/01/90/2019045.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_2019045
loop_
_publ_author_name
'Wen, Mei-Feng'
'Lin, Bi-Ting'
'He, Chang-Shuai'
'Wu, Jian-Zhong'
_publ_section_title
;
 Hydrogen-bonding network of
 N,N'-bis[2-(tert-butyldimethylsiloxy)ethyl]ethylenediammonium
 dichloride
;
_journal_coeditor_code           LG3111
_journal_issue                   7
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              787
_journal_page_last               789
_journal_paper_doi               10.1107/S0108270113015084
_journal_volume                  69
_journal_year                    2013
_chemical_formula_iupac          'C18 H46 N2 O2 Si2 2+ , 2Cl -'
_chemical_formula_moiety         'C18 H46 N2 O2 Si2 2+, 2(Cl -)'
_chemical_formula_sum            'C18 H46 Cl2 N2 O2 Si2'
_chemical_formula_weight         449.65
_chemical_name_common
'N,N'-Bis[2-(tert-butyldimethylsiloxy)ethyl]ethylenediammonium dichloride'
_chemical_name_systematic
'2,2,3,3,14,14,15,15-Octamethyl-4,13-dioxa-7,10-diaza-3,14-disilahexadecane-7,10-diium dichloride'
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL97
_cell_angle_alpha                88.989(2)
_cell_angle_beta                 87.640(2)
_cell_angle_gamma                61.736(2)
_cell_formula_units_Z            1
_cell_length_a                   6.2088(4)
_cell_length_b                   6.4128(6)
_cell_length_c                   18.7953(10)
_cell_measurement_reflns_used    7080
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      54.82
_cell_measurement_theta_min      6.51
_cell_volume                     658.57(8)
_computing_cell_refinement       'APEX2 (Bruker, 2004)'
_computing_data_collection       'APEX2 (Bruker, 2004)'
_computing_data_reduction        'APEX2 (Bruker, 2004)'
_computing_molecular_graphics    'ORTEP-3 (Farrugia, 2012)'
_computing_publication_material  'PLATON (Spek, 2009)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      150(2)
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'Bruker APEXII CCD area-detector'
_diffrn_measurement_method       'φ and ω 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  0.0407
_diffrn_reflns_av_sigmaI/netI    0.0454
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            7608
_diffrn_reflns_theta_full        27.00
_diffrn_reflns_theta_max         27.00
_diffrn_reflns_theta_min         3.25
_exptl_absorpt_coefficient_mu    0.352
_exptl_absorpt_correction_T_max  0.9459
_exptl_absorpt_correction_T_min  0.8868
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS (Sheldrick, 2005)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.134
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             246
_exptl_crystal_size_max          0.35
_exptl_crystal_size_mid          0.24
_exptl_crystal_size_min          0.16
_refine_diff_density_max         0.694
_refine_diff_density_min         -0.364
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.066
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     123
_refine_ls_number_reflns         2859
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.066
_refine_ls_R_factor_all          0.0460
_refine_ls_R_factor_gt           0.0412
_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)+(0.0552P)²+0.3038P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1110
_refine_ls_wR_factor_ref         0.1147
_reflns_number_gt                2483
_reflns_number_total             2859
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            lg3111.cif
_cod_data_source_block           I
_cod_original_sg_symbol_H-M      P-1
_cod_database_code               2019045
_cod_database_fobs_code          2019045
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
loop_
_atom_site_type_symbol
_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_symmetry_multiplicity
Cl Cl1 0.79662(8) 0.84481(8) 0.55047(2) 0.03111(15) Uani d . 1 1
Si Si1 0.79366(8) 0.74565(8) 0.22119(2) 0.02190(15) Uani d . 1 1
O O1 0.8381(3) 0.9500(2) 0.26035(6) 0.0296(3) Uani d . 1 1
N N1 0.6726(2) 1.2484(2) 0.43581(7) 0.0201(3) Uani d . 1 1
H H1D 0.6347 1.1460 0.4594 0.024 Uiso d R 1 1
H H1E 0.8256 1.2143 0.4467 0.024 Uiso d R 1 1
C C1 0.4999(3) 1.4930(3) 0.45974(8) 0.0226(4) Uani d . 1 1
H H1A 0.3331 1.5366 0.4446 0.027 Uiso calc R 1 1
H H1B 0.5499 1.6057 0.4378 0.027 Uiso calc R 1 1
C C2 0.6667(3) 1.2147(3) 0.35779(8) 0.0237(4) Uani d . 1 1
H H2A 0.7075 1.3272 0.3314 0.028 Uiso calc R 1 1
H H2B 0.4998 1.2487 0.3454 0.028 Uiso calc R 1 1
C C3 0.8472(4) 0.9641(3) 0.33584(9) 0.0290(4) Uani d . 1 1
H H3A 1.0143 0.9261 0.3494 0.035 Uiso calc R 1 1
H H3B 0.8025 0.8503 0.3597 0.035 Uiso calc R 1 1
C C4 0.4906(3) 0.7762(4) 0.25201(10) 0.0323(4) Uani d . 1 1
H H4A 0.4769 0.7842 0.3041 0.048 Uiso calc R 1 1
H H4B 0.4758 0.6392 0.2358 0.048 Uiso calc R 1 1
H H4C 0.3597 0.9213 0.2323 0.048 Uiso calc R 1 1
C C5 1.0403(3) 0.4452(3) 0.24472(10) 0.0313(4) Uani d . 1 1
H H5A 1.0434 0.4272 0.2966 0.047 Uiso calc R 1 1
H H5B 1.1987 0.4261 0.2264 0.047 Uiso calc R 1 1
H H5C 1.0083 0.3245 0.2235 0.047 Uiso calc R 1 1
C C6 0.8039(3) 0.8067(3) 0.12290(9) 0.0265(4) Uani d . 1 1
C C7 0.6039(4) 1.0575(4) 0.10578(11) 0.0411(5) Uani d . 1 1
H H7A 0.6139 1.0886 0.0548 0.062 Uiso calc R 1 1
H H7B 0.6270 1.1730 0.1334 0.062 Uiso calc R 1 1
H H7C 0.4429 1.0709 0.1181 0.062 Uiso calc R 1 1
C C8 1.0549(4) 0.7849(4) 0.10001(10) 0.0368(5) Uani d . 1 1
H H8A 1.0573 0.8189 0.0490 0.055 Uiso calc R 1 1
H H8B 1.1836 0.6238 0.1094 0.055 Uiso calc R 1 1
H H8C 1.0835 0.8982 0.1271 0.055 Uiso calc R 1 1
C C9 0.7630(4) 0.6268(4) 0.08066(10) 0.0382(5) Uani d . 1 1
H H9A 0.7653 0.6604 0.0296 0.057 Uiso calc R 1 1
H H9B 0.6041 0.6385 0.0951 0.057 Uiso calc R 1 1
H H9C 0.8932 0.4666 0.0902 0.057 Uiso calc R 1 1
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'
Cl Cl 0.1484 0.1585 '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_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
O1 Si1 C4 . . 109.19(8)
O1 Si1 C5 . . 109.75(8)
C4 Si1 C5 . . 109.46(9)
O1 Si1 C6 . . 104.78(8)
C4 Si1 C6 . . 111.92(8)
C5 Si1 C6 . . 111.62(8)
C3 O1 Si1 . . 122.76(12)
C1 N1 C2 . . 112.73(12)
C1 N1 H1D . . 109.1
C2 N1 H1D . . 108.9
C1 N1 H1E . . 109.2
C2 N1 H1E . . 108.9
H1D N1 H1E . . 107.9
N1 C1 C1 . 2_686 109.48(16)
N1 C1 H1A . . 109.8
C1 C1 H1A 2_686 . 109.8
N1 C1 H1B . . 109.8
C1 C1 H1B 2_686 . 109.8
H1A C1 H1B . . 108.2
N1 C2 C3 . . 110.79(13)
N1 C2 H2A . . 109.5
C3 C2 H2A . . 109.5
N1 C2 H2B . . 109.5
C3 C2 H2B . . 109.5
H2A C2 H2B . . 108.1
O1 C3 C2 . . 107.19(14)
O1 C3 H3A . . 110.3
C2 C3 H3A . . 110.3
O1 C3 H3B . . 110.3
C2 C3 H3B . . 110.3
H3A C3 H3B . . 108.5
Si1 C4 H4A . . 109.5
Si1 C4 H4B . . 109.5
H4A C4 H4B . . 109.5
Si1 C4 H4C . . 109.5
H4A C4 H4C . . 109.5
H4B C4 H4C . . 109.5
Si1 C5 H5A . . 109.5
Si1 C5 H5B . . 109.5
H5A C5 H5B . . 109.5
Si1 C5 H5C . . 109.5
H5A C5 H5C . . 109.5
H5B C5 H5C . . 109.5
C9 C6 C7 . . 109.11(16)
C9 C6 C8 . . 108.86(15)
C7 C6 C8 . . 108.83(17)
C9 C6 Si1 . . 109.51(13)
C7 C6 Si1 . . 110.24(12)
C8 C6 Si1 . . 110.25(12)
C6 C7 H7A . . 109.5
C6 C7 H7B . . 109.5
H7A C7 H7B . . 109.5
C6 C7 H7C . . 109.5
H7A C7 H7C . . 109.5
H7B C7 H7C . . 109.5
C6 C8 H8A . . 109.5
C6 C8 H8B . . 109.5
H8A C8 H8B . . 109.5
C6 C8 H8C . . 109.5
H8A C8 H8C . . 109.5
H8B C8 H8C . . 109.5
C6 C9 H9A . . 109.5
C6 C9 H9B . . 109.5
H9A C9 H9B . . 109.5
C6 C9 H9C . . 109.5
H9A C9 H9C . . 109.5
H9B C9 H9C . . 109.5
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
Si1 O1 . 1.6520(14)
Si1 C4 . 1.866(2)
Si1 C5 . 1.8667(19)
Si1 C6 . 1.8865(18)
O1 C3 . 1.429(2)
N1 C1 . 1.485(2)
N1 C2 . 1.490(2)
N1 H1D . 0.8999
N1 H1E . 0.9000
C1 C1 2_686 1.518(3)
C1 H1A . 0.9900
C1 H1B . 0.9900
C2 C3 . 1.513(2)
C2 H2A . 0.9900
C2 H2B . 0.9900
C3 H3A . 0.9900
C3 H3B . 0.9900
C4 H4A . 0.9800
C4 H4B . 0.9800
C4 H4C . 0.9800
C5 H5A . 0.9800
C5 H5B . 0.9800
C5 H5C . 0.9800
C6 C9 . 1.534(3)
C6 C7 . 1.535(3)
C6 C8 . 1.541(3)
C7 H7A . 0.9800
C7 H7B . 0.9800
C7 H7C . 0.9800
C8 H8A . 0.9800
C8 H8B . 0.9800
C8 H8C . 0.9800
C9 H9A . 0.9800
C9 H9B . 0.9800
C9 H9C . 0.9800
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
N1 H1D Cl1 . 0.90 2.42 3.1604(14) 140
N1 H1D Cl1 2_676 0.90 2.66 3.2391(15) 123
N1 H1E Cl1 2_776 0.90 2.19 3.0797(14) 168
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_4
_geom_torsion
C4 Si1 O1 C3 . 60.90(15)
C5 Si1 O1 C3 . -59.08(15)
C6 Si1 O1 C3 . -179.05(13)
C2 N1 C1 C1 2_686 174.94(17)
C1 N1 C2 C3 . 179.38(15)
Si1 O1 C3 C2 . -127.31(14)
N1 C2 C3 O1 . -177.39(14)
O1 Si1 C6 C9 . -179.67(12)
C4 Si1 C6 C9 . -61.47(15)
C5 Si1 C6 C9 . 61.61(15)
O1 Si1 C6 C7 . -59.61(16)
C4 Si1 C6 C7 . 58.59(17)
C5 Si1 C6 C7 . -178.34(15)
O1 Si1 C6 C8 . 60.57(15)
C4 Si1 C6 C8 . 178.77(14)
C5 Si1 C6 C8 . -58.15(16)
