#------------------------------------------------------------------------------
#$Date: 2016-03-26 00:17:09 +0200 (Sat, 26 Mar 2016) $
#$Revision: 180070 $
#$URL: svn://www.crystallography.net/cod/cif/7/05/16/7051646.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_7051646
loop_
_publ_author_name
'Ulrich, Sébastien'
'Buhler, Eric'
'Lehn, Jean-Marie'
_publ_section_title
;
 Reversible constitutional switching between macrocycles and polymers
 induced by shape change in a dynamic covalent system
;
_journal_issue                   2
_journal_name_full               'New Journal of Chemistry'
_journal_page_first              271
_journal_paper_doi               10.1039/b817261g
_journal_volume                  33
_journal_year                    2009
_chemical_formula_sum            'C20 H30 N4 O2 Si'
_chemical_formula_weight         386.57
_chemical_name_systematic
;
?
;
_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           SHELXL-97
_cell_angle_alpha                92.830(3)
_cell_angle_beta                 102.655(2)
_cell_angle_gamma                92.846(3)
_cell_formula_units_Z            2
_cell_length_a                   7.2195(4)
_cell_length_b                   11.2353(4)
_cell_length_c                   13.5800(6)
_cell_measurement_reflns_used    5524
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      27.485
_cell_measurement_theta_min      0.998
_cell_volume                     1071.38(9)
_computing_cell_refinement       'Denzo (Nonius B.V., 1998)'
_computing_data_collection       'Collect (Nonius B.V., 1998)'
_computing_data_reduction        'Denzo (Nonius B.V., 1998)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_device_type  'Kappa CCD'
_diffrn_measurement_method       '/p 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  0.0236
_diffrn_reflns_av_sigmaI/netI    0.0542
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            7022
_diffrn_reflns_theta_full        27.47
_diffrn_reflns_theta_max         27.47
_diffrn_reflns_theta_min         1.54
_exptl_absorpt_coefficient_mu    0.131
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.198
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    .
_exptl_crystal_description       block
_exptl_crystal_F_000             416
_exptl_crystal_size_max          0.4
_exptl_crystal_size_mid          0.4
_exptl_crystal_size_min          0.2
_refine_diff_density_max         0.284
_refine_diff_density_min         -0.291
_refine_diff_density_rms         0.048
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.039
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     319
_refine_ls_number_reflns         4895
_refine_ls_number_restraints     2
_refine_ls_restrained_S_all      1.039
_refine_ls_R_factor_all          0.0858
_refine_ls_R_factor_gt           0.0528
_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)+(0.0885P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1337
_refine_ls_wR_factor_ref         0.1538
_reflns_number_gt                3296
_reflns_number_total             4895
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b817261g.txt
_cod_data_source_block           import
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Triclinic' changed to 'triclinic'
according to '/home/saulius/struct/CIF-dictionaries/cif_core.dic'
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius 
;
_cod_original_cell_volume        1071.38(8)
_cod_original_sg_symbol_H-M      P-1
_cod_database_code               7051646
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -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
C1 C 0.2582(3) 0.94823(12) -0.01352(12) 0.0345(4) Uani 1 1 d . . .
H1A H 0.1442 0.9275 0.0103 0.041 Uiso 1 1 calc R . .
H1B H 0.3659 0.9518 0.0438 0.041 Uiso 1 1 calc R . .
C2 C 0.2839(2) 0.85476(13) -0.09156(11) 0.0292(4) Uani 1 1 d . . .
C3 C 0.3113(2) 0.88483(14) -0.18550(12) 0.0351(4) Uani 1 1 d . . .
H3 H 0.3156 0.9641 -0.2020 0.042 Uiso 1 1 calc R . .
C4 C 0.3321(3) 0.79405(14) -0.25365(12) 0.0374(4) Uani 1 1 d . . .
H4 H 0.3508 0.8150 -0.3163 0.045 Uiso 1 1 calc R . .
C5 C 0.3037(2) 0.65034(13) -0.14478(11) 0.0284(3) Uani 1 1 d . . .
C6 C 0.2808(2) 0.73531(13) -0.07059(11) 0.0290(4) Uani 1 1 d . . .
H6 H 0.2638 0.7122 -0.0082 0.035 Uiso 1 1 calc R . .
C7 C 0.3395(3) 0.43828(14) -0.19996(13) 0.0388(4) Uani 1 1 d . . .
H7A H 0.4435 0.3938 -0.1674 0.058 Uiso 1 1 calc R . .
H7B H 0.3728 0.4767 -0.2559 0.058 Uiso 1 1 calc R . .
H7C H 0.2289 0.3851 -0.2241 0.058 Uiso 1 1 calc R . .
C8 C 0.2527(2) 0.38727(13) -0.01891(12) 0.0307(4) Uani 1 1 d . . .
H8 H 0.2683 0.3284 -0.0665 0.037 Uiso 1 1 calc R . .
C9 C 0.2174(2) 0.35402(13) 0.07823(12) 0.0297(4) Uani 1 1 d . . .
C10 C 0.1869(3) 0.20049(14) 0.17988(13) 0.0395(4) Uani 1 1 d . . .
H10 H 0.1831 0.1190 0.1892 0.047 Uiso 1 1 calc R . .
C11 C 0.1640(3) 0.27688(15) 0.25766(13) 0.0392(4) Uani 1 1 d . . .
H11 H 0.1472 0.2477 0.3182 0.047 Uiso 1 1 calc R . .
C12 C 0.1666(2) 0.39896(14) 0.24413(12) 0.0344(4) Uani 1 1 d . . .
C13 C 0.1922(2) 0.43765(13) 0.15316(12) 0.0312(4) Uani 1 1 d . . .
H13 H 0.1927 0.5186 0.1416 0.037 Uiso 1 1 calc R . .
C14 C 0.1364(3) 0.48189(15) 0.32835(13) 0.0446(5) Uani 1 1 d . A .
H14A H 0.0084 0.4672 0.3382 0.053 Uiso 1 1 calc R . .
H14B H 0.2248 0.4661 0.3905 0.053 Uiso 1 1 calc R . .
N1 N 0.3272(2) 0.67791(11) -0.23607(10) 0.0344(3) Uani 1 1 d . . .
N2 N 0.2993(2) 0.52818(10) -0.12786(9) 0.0308(3) Uani 1 1 d . . .
N3 N 0.26219(19) 0.49782(11) -0.03868(9) 0.0292(3) Uani 1 1 d . . .
N4 N 0.2145(2) 0.23637(11) 0.09125(10) 0.0349(3) Uani 1 1 d . . .
O1 O 0.2430(2) 1.06031(10) -0.05580(9) 0.0565(4) Uani 1 1 d . . .
H1 H 0.2359 1.1117 -0.0120 0.085 Uiso 1 1 calc R . .
O2 O 0.1635(2) 0.60261(11) 0.30726(9) 0.0493(4) Uani 1 1 d . . .
Si1 Si 0.21230(10) 0.70524(5) 0.40156(5) 0.03331(19) Uani 0.77 1 d P A 1
C15 C 0.4370(8) 0.6796(5) 0.4927(3) 0.0582(11) Uani 0.77 1 d P A 1
H15A H 0.4105 0.6269 0.5421 0.087 Uiso 0.77 1 calc PR A 1
H15B H 0.4928 0.7544 0.5260 0.087 Uiso 0.77 1 calc PR A 1
H15C H 0.5239 0.6443 0.4572 0.087 Uiso 0.77 1 calc PR A 1
C16 C 0.0142(9) 0.7053(3) 0.4681(4) 0.0624(12) Uani 0.77 1 d P A 1
H16A H -0.1006 0.7234 0.4220 0.094 Uiso 0.77 1 calc PR A 1
H16B H 0.0433 0.7645 0.5236 0.094 Uiso 0.77 1 calc PR A 1
H16C H -0.0030 0.6281 0.4932 0.094 Uiso 0.77 1 calc PR A 1
C17 C 0.2316(4) 0.84631(19) 0.33492(18) 0.0437(6) Uani 0.77 1 d P A 1
C18 C 0.4123(9) 0.8510(5) 0.2950(4) 0.0813(16) Uani 0.77 1 d P A 1
H18A H 0.4120 0.7818 0.2506 0.122 Uiso 0.77 1 calc PR A 1
H18B H 0.5207 0.8525 0.3506 0.122 Uiso 0.77 1 calc PR A 1
H18C H 0.4185 0.9217 0.2587 0.122 Uiso 0.77 1 calc PR A 1
C19 C 0.0566(5) 0.8514(3) 0.2486(2) 0.0829(11) Uani 0.77 1 d P A 1
H19A H 0.0674 0.9228 0.2137 0.124 Uiso 0.77 1 calc PR A 1
H19B H -0.0557 0.8516 0.2755 0.124 Uiso 0.77 1 calc PR A 1
H19C H 0.0482 0.7829 0.2023 0.124 Uiso 0.77 1 calc PR A 1
C20 C 0.2413(6) 0.9552(2) 0.4085(3) 0.0801(11) Uani 0.77 1 d P A 1
H20A H 0.3454 0.9500 0.4655 0.120 Uiso 0.77 1 calc PR A 1
H20B H 0.1245 0.9573 0.4312 0.120 Uiso 0.77 1 calc PR A 1
H20C H 0.2600 1.0266 0.3749 0.120 Uiso 0.77 1 calc PR A 1
Si1A Si 0.2671(4) 0.7463(2) 0.3526(2) 0.0432(6) Uani 0.23 1 d PD A 2
C17A C 0.1070(12) 0.8353(6) 0.4121(6) 0.0422(19) Uani 0.23 1 d PD A 2
C19A C -0.0482(14) 0.8834(8) 0.3291(7) 0.059(3) Uani 0.23 1 d P A 2
H19D H -0.1363 0.9246 0.3600 0.089 Uiso 0.23 1 calc PR A 2
H19E H -0.1145 0.8180 0.2852 0.089 Uiso 0.23 1 calc PR A 2
H19F H 0.0099 0.9376 0.2906 0.089 Uiso 0.23 1 calc PR A 2
C18A C 0.2214(16) 0.9430(7) 0.4759(7) 0.052(2) Uani 0.23 1 d P A 2
H18D H 0.2581 0.9996 0.4319 0.079 Uiso 0.23 1 calc PR A 2
H18E H 0.3332 0.9162 0.5193 0.079 Uiso 0.23 1 calc PR A 2
H18F H 0.1442 0.9803 0.5163 0.079 Uiso 0.23 1 calc PR A 2
C15A C 0.475(3) 0.6961(17) 0.4508(13) 0.077(5) Uani 0.23 1 d P A 2
H15D H 0.4289 0.6370 0.4899 0.115 Uiso 0.23 1 calc PR A 2
H15E H 0.5337 0.7635 0.4946 0.115 Uiso 0.23 1 calc PR A 2
H15F H 0.5658 0.6625 0.4173 0.115 Uiso 0.23 1 calc PR A 2
C16A C 0.339(3) 0.8299(13) 0.2465(11) 0.070(5) Uani 0.23 1 d P A 2
H16D H 0.4295 0.7861 0.2198 0.106 Uiso 0.23 1 calc PR A 2
H16E H 0.3945 0.9076 0.2725 0.106 Uiso 0.23 1 calc PR A 2
H16F H 0.2282 0.8381 0.1937 0.106 Uiso 0.23 1 calc PR A 2
C20A C 0.011(2) 0.7564(10) 0.4794(12) 0.052(3) Uani 0.23 1 d PD A 2
H20D H -0.0697 0.8033 0.5108 0.078 Uiso 0.23 1 calc PR A 2
H20E H 0.1076 0.7256 0.5307 0.078 Uiso 0.23 1 calc PR A 2
H20F H -0.0628 0.6912 0.4386 0.078 Uiso 0.23 1 calc PR A 2
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
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 C1 C2 109.82(12) . . ?
O1 C1 H1A 109.7 . . ?
C2 C1 H1A 109.7 . . ?
O1 C1 H1B 109.7 . . ?
C2 C1 H1B 109.7 . . ?
H1A C1 H1B 108.2 . . ?
C6 C2 C3 118.41(14) . . ?
C6 C2 C1 120.06(13) . . ?
C3 C2 C1 121.53(13) . . ?
C4 C3 C2 118.25(14) . . ?
C4 C3 H3 120.9 . . ?
C2 C3 H3 120.9 . . ?
N1 C4 C3 124.68(15) . . ?
N1 C4 H4 117.7 . . ?
C3 C4 H4 117.7 . . ?
N1 C5 C6 123.38(14) . . ?
N1 C5 N2 115.52(13) . . ?
C6 C5 N2 121.09(14) . . ?
C2 C6 C5 118.82(14) . . ?
C2 C6 H6 120.6 . . ?
C5 C6 H6 120.6 . . ?
N2 C7 H7A 109.5 . . ?
N2 C7 H7B 109.5 . . ?
H7A C7 H7B 109.5 . . ?
N2 C7 H7C 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
N3 C8 C9 120.04(13) . . ?
N3 C8 H8 120.0 . . ?
C9 C8 H8 120.0 . . ?
N4 C9 C13 122.17(14) . . ?
N4 C9 C8 114.76(13) . . ?
C13 C9 C8 123.05(14) . . ?
N4 C10 C11 123.83(15) . . ?
N4 C10 H10 118.1 . . ?
C11 C10 H10 118.1 . . ?
C10 C11 C12 118.67(15) . . ?
C10 C11 H11 120.7 . . ?
C12 C11 H11 120.7 . . ?
C13 C12 C11 118.46(15) . . ?
C13 C12 C14 123.03(14) . . ?
C11 C12 C14 118.48(15) . . ?
C12 C13 C9 119.31(14) . . ?
C12 C13 H13 120.3 . . ?
C9 C13 H13 120.3 . . ?
O2 C14 C12 111.41(14) . . ?
O2 C14 H14A 109.3 . . ?
C12 C14 H14A 109.3 . . ?
O2 C14 H14B 109.3 . . ?
C12 C14 H14B 109.3 . . ?
H14A C14 H14B 108.0 . . ?
C5 N1 C4 116.44(13) . . ?
N3 N2 C5 116.42(12) . . ?
N3 N2 C7 121.14(12) . . ?
C5 N2 C7 122.40(13) . . ?
C8 N3 N2 119.75(13) . . ?
C10 N4 C9 117.55(14) . . ?
C1 O1 H1 109.5 . . ?
C14 O2 Si1 119.03(11) . . ?
C14 O2 Si1A 147.02(15) . . ?
Si1 O2 Si1A 32.72(8) . . ?
O2 Si1 C16 109.47(17) . . ?
O2 Si1 C15 111.78(17) . . ?
C16 Si1 C15 109.4(2) . . ?
O2 Si1 C17 102.40(9) . . ?
C16 Si1 C17 111.67(17) . . ?
C15 Si1 C17 111.93(18) . . ?
C18 C17 C19 110.7(3) . . ?
C18 C17 C20 107.8(3) . . ?
C19 C17 C20 108.7(2) . . ?
C18 C17 Si1 109.9(2) . . ?
C19 C17 Si1 109.42(17) . . ?
C20 C17 Si1 110.18(18) . . ?
O2 Si1A C17A 112.1(3) . . ?
O2 Si1A C15A 97.2(6) . . ?
C17A Si1A C15A 111.6(6) . . ?
O2 Si1A C16A 110.7(4) . . ?
C17A Si1A C16A 110.1(6) . . ?
C15A Si1A C16A 114.6(8) . . ?
C18A C17A C19A 108.1(6) . . ?
C18A C17A C20A 110.2(8) . . ?
C19A C17A C20A 109.2(10) . . ?
C18A C17A Si1A 109.8(6) . . ?
C19A C17A Si1A 109.6(6) . . ?
C20A C17A Si1A 109.9(6) . . ?
C17A C19A H19D 109.5 . . ?
C17A C19A H19E 109.5 . . ?
H19D C19A H19E 109.5 . . ?
C17A C19A H19F 109.5 . . ?
H19D C19A H19F 109.5 . . ?
H19E C19A H19F 109.5 . . ?
C17A C18A H18D 109.5 . . ?
C17A C18A H18E 109.5 . . ?
H18D C18A H18E 109.5 . . ?
C17A C18A H18F 109.5 . . ?
H18D C18A H18F 109.5 . . ?
H18E C18A H18F 109.5 . . ?
Si1A C15A H15D 109.5 . . ?
Si1A C15A H15E 109.5 . . ?
H15D C15A H15E 109.5 . . ?
Si1A C15A H15F 109.5 . . ?
H15D C15A H15F 109.5 . . ?
H15E C15A H15F 109.5 . . ?
Si1A C16A H16D 109.5 . . ?
Si1A C16A H16E 109.5 . . ?
H16D C16A H16E 109.5 . . ?
Si1A C16A H16F 109.5 . . ?
H16D C16A H16F 109.5 . . ?
H16E C16A H16F 109.5 . . ?
C17A C20A H20D 109.5 . . ?
C17A C20A H20E 109.5 . . ?
H20D C20A H20E 109.5 . . ?
C17A C20A H20F 109.5 . . ?
H20D C20A H20F 109.5 . . ?
H20E C20A H20F 109.5 . . ?
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
C1 O1 1.4089(16) . ?
C1 C2 1.502(2) . ?
C1 H1A 0.9700 . ?
C1 H1B 0.9700 . ?
C2 C6 1.386(2) . ?
C2 C3 1.388(2) . ?
C3 C4 1.379(2) . ?
C3 H3 0.9300 . ?
C4 N1 1.3382(19) . ?
C4 H4 0.9300 . ?
C5 N1 1.337(2) . ?
C5 C6 1.395(2) . ?
C5 N2 1.4026(18) . ?
C6 H6 0.9300 . ?
C7 N2 1.4559(19) . ?
C7 H7A 0.9600 . ?
C7 H7B 0.9600 . ?
C7 H7C 0.9600 . ?
C8 N3 1.2853(18) . ?
C8 C9 1.460(2) . ?
C8 H8 0.9300 . ?
C9 N4 1.3421(19) . ?
C9 C13 1.398(2) . ?
C10 N4 1.340(2) . ?
C10 C11 1.371(2) . ?
C10 H10 0.9300 . ?
C11 C12 1.393(2) . ?
C11 H11 0.9300 . ?
C12 C13 1.376(2) . ?
C12 C14 1.499(2) . ?
C13 H13 0.9300 . ?
C14 O2 1.413(2) . ?
C14 H14A 0.9700 . ?
C14 H14B 0.9700 . ?
N2 N3 1.3523(17) . ?
O1 H1 0.8200 . ?
O2 Si1 1.6462(13) . ?
O2 Si1A 1.767(3) . ?
Si1 C16 1.852(4) . ?
Si1 C15 1.857(5) . ?
Si1 C17 1.878(2) . ?
C15 H15A 0.9600 . ?
C15 H15B 0.9600 . ?
C15 H15C 0.9600 . ?
C16 H16A 0.9600 . ?
C16 H16B 0.9600 . ?
C16 H16C 0.9600 . ?
C17 C18 1.518(7) . ?
C17 C19 1.529(4) . ?
C17 C20 1.530(3) . ?
C18 H18A 0.9600 . ?
C18 H18B 0.9600 . ?
C18 H18C 0.9600 . ?
C19 H19A 0.9600 . ?
C19 H19B 0.9600 . ?
C19 H19C 0.9600 . ?
C20 H20A 0.9600 . ?
C20 H20B 0.9600 . ?
C20 H20C 0.9600 . ?
Si1A C17A 1.853(8) . ?
Si1A C15A 1.903(19) . ?
Si1A C16A 1.908(16) . ?
C17A C18A 1.543(12) . ?
C17A C19A 1.544(11) . ?
C17A C20A 1.547(8) . ?
C19A H19D 0.9600 . ?
C19A H19E 0.9600 . ?
C19A H19F 0.9600 . ?
C18A H18D 0.9600 . ?
C18A H18E 0.9600 . ?
C18A H18F 0.9600 . ?
C15A H15D 0.9600 . ?
C15A H15E 0.9600 . ?
C15A H15F 0.9600 . ?
C16A H16D 0.9600 . ?
C16A H16E 0.9600 . ?
C16A H16F 0.9600 . ?
C20A H20D 0.9600 . ?
C20A H20E 0.9600 . ?
C20A H20F 0.9600 . ?
