#------------------------------------------------------------------------------
#$Date: 2016-03-21 11:01:58 +0200 (Mon, 21 Mar 2016) $
#$Revision: 178677 $
#$URL: svn://www.crystallography.net/cod/cif/4/07/88/4078824.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_4078824
loop_
_publ_author_name
'Dörrich, Steffen'
'Falgner, Steffen'
'Schweeberg, Sarah'
'Burschka, Christian'
'Brodin, Peter'
'Wissing, Britt Marie'
'Basta, Babro'
'Schell, Peter'
'Bauer, Udo'
'Tacke, Reinhold'
_publ_section_title
;
 Silicon-Containing Dipeptidic Aspartame and Neotame Analogues
;
_journal_issue                   16
_journal_name_full               Organometallics
_journal_page_first              5903
_journal_paper_doi               10.1021/om300442e
_journal_volume                  31
_journal_year                    2012
_chemical_formula_moiety         'C12 H24 N2 O5 Si, 2(H2 O)'
_chemical_formula_sum            'C12 H28 N2 O7 Si'
_chemical_formula_weight         340.45
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           4
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  'P 2yb'
_symmetry_space_group_name_H-M   'P 1 21 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                 99.38(3)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   6.9005(14)
_cell_length_b                   6.3367(13)
_cell_length_c                   20.750(4)
_cell_measurement_reflns_used    3062
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      27.95
_cell_measurement_theta_min      2.95
_cell_volume                     895.2(3)
_computing_cell_refinement       Stoe-IPDS
_computing_data_collection       Stoe-IPDS
_computing_data_reduction        Stoe-IPDS
_computing_molecular_graphics    Ortep/Povray
_computing_publication_material  Bruker-SHELXTL
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      173(2)
_diffrn_measured_fraction_theta_full 0.982
_diffrn_measured_fraction_theta_max 0.982
_diffrn_measurement_device_type  image_plate_Stoe-IPDS
_diffrn_measurement_method       'omega scan'
_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  0.0727
_diffrn_reflns_av_sigmaI/netI    0.0619
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_number            12511
_diffrn_reflns_theta_full        26.71
_diffrn_reflns_theta_max         26.71
_diffrn_reflns_theta_min         2.98
_exptl_absorpt_coefficient_mu    0.164
_exptl_absorpt_correction_T_max  1.0450
_exptl_absorpt_correction_T_min  0.9087
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
[c.f. r.h. blessing, acta cryst. (1995), a51, 33-38]
;
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.263
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       platelet
_exptl_crystal_F_000             368
_exptl_crystal_size_max          .5
_exptl_crystal_size_mid          .25
_exptl_crystal_size_min          .05
_refine_diff_density_max         0.251
_refine_diff_density_min         -0.267
_refine_diff_density_rms         0.055
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   -0.10(15)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.972
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     231
_refine_ls_number_reflns         3719
_refine_ls_number_restraints     7
_refine_ls_restrained_S_all      0.971
_refine_ls_R_factor_all          0.0572
_refine_ls_R_factor_gt           0.0419
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0727P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1019
_refine_ls_wR_factor_ref         0.1132
_reflns_number_gt                3006
_reflns_number_total             3719
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            om300442e_si_001.cif
_cod_data_source_block           dor10f_5.2H2O
_cod_original_sg_symbol_H-M      P21
_cod_database_code               4078824
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, 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
C1 C 0.8615(5) 0.0718(6) 0.94000(15) 0.0433(7) Uani 1 1 d .
H1A H 0.8773 0.0294 0.9860 0.065 Uiso 1 1 calc R
H1B H 0.8373 0.2240 0.9365 0.065 Uiso 1 1 calc R
H1C H 0.9813 0.0376 0.9225 0.065 Uiso 1 1 calc R
C2 C 0.7157(7) -0.3589(6) 0.89459(17) 0.0561(10) Uani 1 1 d .
H2A H 0.7705 -0.3994 0.9395 0.084 Uiso 1 1 calc R
H2B H 0.8137 -0.3837 0.8661 0.084 Uiso 1 1 calc R
H2C H 0.5983 -0.4435 0.8794 0.084 Uiso 1 1 calc R
C3 C 0.4302(4) -0.0350(8) 0.93374(14) 0.0547(10) Uani 1 1 d .
H3A H 0.3238 -0.1284 0.9139 0.082 Uiso 1 1 calc R
H3B H 0.3864 0.1121 0.9288 0.082 Uiso 1 1 calc R
H3C H 0.4658 -0.0687 0.9802 0.082 Uiso 1 1 calc R
C4 C 0.6106(3) 0.0354(4) 0.80542(11) 0.0219(5) Uani 1 1 d .
H4A H 0.6079 0.1912 0.8087 0.026 Uiso 1 1 calc R
H4B H 0.7291 -0.0014 0.7866 0.026 Uiso 1 1 calc R
C5 C 0.4303(3) -0.0306(4) 0.75502(10) 0.0203(5) Uani 1 1 d .
C6 C 0.2434(3) 0.0540(4) 0.77823(11) 0.0231(5) Uani 1 1 d .
C7 C 0.4177(4) -0.2699(4) 0.74698(13) 0.0280(6) Uani 1 1 d .
H7A H 0.3060 -0.3059 0.7132 0.042 Uiso 1 1 calc R
H7B H 0.3998 -0.3347 0.7885 0.042 Uiso 1 1 calc R
H7C H 0.5392 -0.3228 0.7341 0.042 Uiso 1 1 calc R
C8 C 0.0752(4) 0.3637(6) 0.8015(2) 0.0485(9) Uani 1 1 d .
H8A H -0.0494 0.3069 0.7787 0.073 Uiso 1 1 calc R
H8B H 0.0788 0.5166 0.7946 0.073 Uiso 1 1 calc R
H8C H 0.0869 0.3342 0.8483 0.073 Uiso 1 1 calc R
C9 C 0.3021(4) 0.0734(5) 0.64139(12) 0.0281(6) Uani 1 1 d .
C10 C 0.3397(4) 0.2010(4) 0.58170(12) 0.0257(5) Uani 1 1 d .
H10 H 0.4819 0.1913 0.5777 0.031 Uiso 1 1 calc R
C11 C 0.2866(4) 0.4320(5) 0.59240(12) 0.0338(6) Uani 1 1 d .
H11A H 0.1498 0.4374 0.6010 0.041 Uiso 1 1 calc R
H11B H 0.3728 0.4847 0.6319 0.041 Uiso 1 1 calc R
C12 C 0.3046(4) 0.5810(4) 0.53559(12) 0.0247(5) Uani 1 1 d .
N1 N 0.4491(3) 0.0697(4) 0.69218(10) 0.0234(4) Uani 1 1 d .
H1N1 H 0.557(5) 0.132(6) 0.6893(15) 0.035 Uiso 1 1 d .
H1N2 H 0.207(4) 0.188(4) 0.4866(12) 0.035 Uiso 1 1 d D
N2 N 0.2192(3) 0.1062(4) 0.52285(10) 0.0250(5) Uani 1 1 d D
H2N2 H 0.099(3) 0.077(4) 0.5320(14) 0.038 Uiso 1 1 d D
H3N2 H 0.279(4) -0.017(4) 0.5139(13) 0.038 Uiso 1 1 d D
H1O6 H 0.881(5) 0.802(6) 0.6378(16) 0.038 Uiso 1 1 d .
O6 O 0.8070(4) 0.6953(4) 0.62491(13) 0.0443(6) Uani 1 1 d .
H2O6 H 0.707(9) 0.736(10) 0.608(3) 0.092(19) Uiso 1 1 d .
H1O7 H 0.801(6) 0.387(10) 0.655(2) 0.062(15) Uiso 1 1 d .
O7 O 0.7892(3) 0.2703(6) 0.6575(2) 0.0609(9) Uani 1 1 d .
H2O7 H 0.821(15) 0.198(17) 0.640(5) 0.18(5) Uiso 1 1 d .
O1 O 0.1227(2) -0.0555(4) 0.79877(9) 0.0314(4) Uani 1 1 d .
O2 O 0.2374(2) 0.2649(3) 0.77611(10) 0.0314(4) Uani 1 1 d .
O3 O 0.1392(3) -0.0078(4) 0.64223(10) 0.0435(6) Uani 1 1 d .
O4 O 0.1899(3) 0.5510(4) 0.48242(9) 0.0377(5) Uani 1 1 d .
O5 O 0.4293(3) 0.7260(3) 0.54525(9) 0.0331(5) Uani 1 1 d .
Si Si 0.64843(9) -0.07304(12) 0.89233(3) 0.02514(17) Uani 1 1 d .
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'
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
C5 C4 Si 120.84(17)
N1 C5 C7 110.1(2)
N1 C5 C6 108.91(19)
C7 C5 C6 110.1(2)
N1 C5 C4 107.69(19)
C7 C5 C4 111.58(19)
C6 C5 C4 108.42(19)
O1 C6 O2 124.3(2)
O1 C6 C5 124.5(2)
O2 C6 C5 111.1(2)
O3 C9 N1 123.7(2)
O3 C9 C10 120.2(2)
N1 C9 C10 116.0(2)
N2 C10 C11 112.9(2)
N2 C10 C9 107.7(2)
C11 C10 C9 108.1(2)
C12 C11 C10 115.2(2)
O5 C12 O4 124.5(3)
O5 C12 C11 118.0(2)
O4 C12 C11 117.5(2)
H1N1 N1 C9 120(2)
H1N1 N1 C5 118(2)
C9 N1 C5 122.6(2)
H1N2 N2 C10 114(2)
H2O6 O6 H1O6 109(5)
H2O7 O7 H1O7 128(10)
C6 O2 C8 116.1(2)
C3 Si C2 109.2(2)
C3 Si C1 108.44(17)
C2 Si C1 106.93(18)
C3 Si C4 113.10(13)
C2 Si C4 111.59(14)
C1 Si C4 107.31(13)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
C1 Si 1.873(3)
C2 Si 1.869(4)
C3 Si 1.867(3)
C4 C5 1.547(3)
C4 Si 1.908(2)
C5 N1 1.475(3)
C5 C7 1.526(4)
C5 C6 1.545(3)
C6 O1 1.214(3)
C6 O2 1.337(4)
C8 O2 1.454(4)
C9 O3 1.239(3)
C9 N1 1.339(3)
C9 C10 1.536(3)
C10 N2 1.488(3)
C10 C11 1.533(4)
C11 C12 1.531(4)
C12 O5 1.252(3)
C12 O4 1.263(3)
N1 H1N1 0.85(4)
N2 H1N2 0.91(2)
O6 H2O6 0.76(6)
O6 H1O6 0.87(4)
O7 H2O7 0.64(10)
O7 H1O7 0.75(6)
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
Si C4 C5 N1 -176.91(17)
Si C4 C5 C7 -56.0(3)
Si C4 C5 C6 65.4(3)
N1 C5 C6 O1 133.6(2)
C7 C5 C6 O1 12.8(3)
C4 C5 C6 O1 -109.5(3)
N1 C5 C6 O2 -49.8(2)
C7 C5 C6 O2 -170.59(19)
C4 C5 C6 O2 67.1(2)
O3 C9 C10 N2 -32.3(4)
N1 C9 C10 N2 152.1(2)
O3 C9 C10 C11 90.0(3)
N1 C9 C10 C11 -85.7(3)
N2 C10 C11 C12 -57.8(3)
C9 C10 C11 C12 -176.8(2)
C10 C11 C12 O5 -115.9(3)
C10 C11 C12 O4 65.2(3)
O3 C9 N1 H1N1 -178(3)
C10 C9 N1 H1N1 -3(3)
O3 C9 N1 C5 -0.7(4)
C10 C9 N1 C5 174.8(2)
C7 C5 N1 H1N1 -113(3)
C6 C5 N1 H1N1 126(3)
C4 C5 N1 H1N1 9(3)
C7 C5 N1 C9 69.6(3)
C6 C5 N1 C9 -51.2(3)
C4 C5 N1 C9 -168.6(2)
C11 C10 N2 H1N2 46.1(17)
C9 C10 N2 H1N2 165.4(17)
O1 C6 O2 C8 1.0(4)
C5 C6 O2 C8 -175.5(2)
C5 C4 Si C3 -53.0(3)
C5 C4 Si C2 70.6(3)
C5 C4 Si C1 -172.5(2)
