#------------------------------------------------------------------------------
#$Date: 2018-09-12 14:49:22 +0300 (Wed, 12 Sep 2018) $
#$Revision: 210887 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/10/65/7106586.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_7106586
loop_
_publ_author_name
'Lin, Mei-Jin'
'Jouaiti, Abdelaziz'
'Grosshans, Philippe'
'Kyritsakas, Nathalie'
'Hosseini, Mir Wais'
_publ_section_title
;
 Molecular tectonics: design of enantiomerically pure helical tubular
 crystals with controlled channel size and orientation
;
_journal_coden_ASTM              CHCOFS
_journal_issue                   27
_journal_name_full
;
 Chemical Communications (Cambridge, United Kingdom)
;
_journal_page_first              7635
_journal_page_last               7637
_journal_paper_doi               10.1039/c1cc12110c
_journal_volume                  47
_journal_year                    2011
_chemical_absolute_configuration rm
_chemical_formula_moiety         'C36 H36 F6 N4 O8 Si Zn'
_chemical_formula_sum            'C36 H36 F6 N4 O8 Si Zn'
_chemical_formula_weight         860.17
_space_group_IT_number           20
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  'C 2c 2'
_symmetry_space_group_name_H-M   'C 2 2 21'
_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                 90.00
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   7.6698(4)
_cell_length_b                   21.0303(11)
_cell_length_c                   28.3731(11)
_cell_measurement_reflns_used    4145
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      26.08
_cell_measurement_theta_min      2.41
_cell_volume                     4576.5(4)
_computing_cell_refinement       'Bruker SMART'
_computing_data_collection       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      173(2)
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega 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  0.0479
_diffrn_reflns_av_sigmaI/netI    0.0475
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       27
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       36
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            23640
_diffrn_reflns_theta_full        27.50
_diffrn_reflns_theta_max         27.50
_diffrn_reflns_theta_min         1.44
_exptl_absorpt_coefficient_mu    0.634
_exptl_absorpt_correction_T_max  0.9690
_exptl_absorpt_correction_T_min  0.9540
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   sadabs
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.248
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             1768
_exptl_crystal_size_max          0.08
_exptl_crystal_size_mid          0.06
_exptl_crystal_size_min          0.05
_platon_squeeze_details
;

;
_refine_diff_density_max         1.210
_refine_diff_density_min         -1.197
_refine_diff_density_rms         0.163
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.002(3)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.212
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     243
_refine_ls_number_reflns         5232
_refine_ls_number_restraints     10
_refine_ls_restrained_S_all      1.215
_refine_ls_R_factor_all          0.1319
_refine_ls_R_factor_gt           0.1025
_refine_ls_shift/su_max          0.021
_refine_ls_shift/su_mean         0.002
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.2000P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2626
_refine_ls_wR_factor_ref         0.3649
_reflns_number_gt                3942
_reflns_number_total             5232
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c1cc12110c.txt
_cod_data_source_block           e1345n
_cod_depositor_comments
;
The following automatic conversions were performed:

'_exptl_crystal_density_meas' value 'none' was changed to '?' - the
value is perceived as not measured.

Automatic conversion script
Id: cif_fix_values 3008 2015-01-20 13:52:24Z robertas 
;
_cod_original_sg_symbol_H-M      C222(1)
_cod_database_code               7106586
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, z+1/2'
'-x, y, -z+1/2'
'x, -y, -z'
'x+1/2, y+1/2, z'
'-x+1/2, -y+1/2, z+1/2'
'-x+1/2, y+1/2, -z+1/2'
'x+1/2, -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
_atom_site_disorder_assembly
_atom_site_disorder_group
N1 N 0.9911(8) 0.0302(3) 0.8033(2) 0.061(2) Uani 1 1 d G . .
C1 C 0.8375(7) 0.0207(3) 0.8283(2) 0.047(2) Uani 1 1 d G . .
H1 H 0.7360 0.0444 0.8205 0.057 Uiso 1 1 calc R . .
C2 C 0.8324(8) -0.0235(4) 0.8648(2) 0.067(3) Uani 1 1 d G . .
H2 H 0.7275 -0.0300 0.8819 0.081 Uiso 1 1 calc R . .
C3 C 0.9809(10) -0.0581(5) 0.8761(3) 0.160(11) Uani 1 1 d GD . .
C4 C 1.1345(8) -0.0486(5) 0.8511(4) 0.185(13) Uani 1 1 d G . .
H4 H 1.2360 -0.0722 0.8589 0.222 Uiso 1 1 calc R . .
C5 C 1.1396(7) -0.0044(4) 0.8147(4) 0.130(8) Uani 1 1 d G . .
H5 H 1.2445 0.0021 0.7976 0.156 Uiso 1 1 calc R . .
Zn1 Zn 1.0000 0.10310(4) 0.7500 0.0279(4) Uani 1 2 d S . .
Si1 Si 1.5000 0.10578(9) 0.7500 0.0254(5) Uani 1 2 d S . .
F1 F 1.2730(5) 0.10542(15) 0.75117(15) 0.0345(9) Uani 1 1 d . . .
F2 F 1.4970(6) 0.10561(18) 0.80851(14) 0.0424(10) Uani 1 1 d . . .
F3 F 1.5000 0.1854(2) 0.7500 0.0520(17) Uani 1 2 d S . .
F4 F 1.5000 0.0268(2) 0.7500 0.0433(13) Uani 1 2 d S . .
C6 C 0.9889(17) -0.1161(6) 0.9068(5) 0.092(4) Uani 1 1 d D . .
O1 O 1.036(3) -0.1665(6) 0.9070(7) 0.141(9) Uani 1 1 d D . .
O2 O 0.860(2) -0.0911(4) 0.9442(3) 0.141(9) Uani 1 1 d D . .
C7 C 0.802(3) -0.1312(7) 0.9870(4) 0.141(9) Uani 1 1 d D . .
H7 H 0.8790 -0.1693 0.9900 0.169 Uiso 1 1 calc R . .
C8 C 0.827(4) -0.0869(10) 1.0297(5) 0.141(9) Uani 1 1 d D . .
H8A H 0.9494 -0.0729 1.0322 0.169 Uiso 1 1 calc R . .
H8B H 0.7508 -0.0490 1.0270 0.169 Uiso 1 1 calc R . .
C9 C 0.775(5) -0.1275(10) 1.0723(5) 0.141(9) Uani 1 1 d D . .
H9A H 0.8528 -0.1649 1.0737 0.169 Uiso 1 1 calc R . .
H9B H 0.7942 -0.1022 1.1013 0.169 Uiso 1 1 calc R . .
C10 C 0.587(5) -0.1509(9) 1.0724(5) 0.141(9) Uani 1 1 d D . .
H10A H 0.5088 -0.1136 1.0753 0.169 Uiso 1 1 calc R . .
H10B H 0.5690 -0.1775 1.1008 0.169 Uiso 1 1 calc R . .
C11 C 0.529(5) -0.1900(8) 1.0286(4) 0.141(9) Uani 1 1 d D . .
H11A H 0.4005 -0.1921 1.0264 0.169 Uiso 1 1 calc R . .
H11B H 0.5762 -0.2338 1.0299 0.169 Uiso 1 1 calc R . .
C12 C 0.609(3) -0.1519(7) 0.9850(4) 0.141(9) Uani 1 1 d D . .
H12 H 0.5336 -0.1147 0.9771 0.169 Uiso 1 1 calc R . .
C13 C 1.0193(17) 0.3208(5) 0.9089(3) 0.070(3) Uani 1 1 d . . .
O3 O 0.6160(11) -0.1963(4) 0.9451(2) 0.071(2) Uani 1 1 d . . .
O4 O 0.9508(12) 0.3748(5) 0.9038(3) 0.087(3) Uani 1 1 d . . .
C14 C 1.0106(16) 0.2701(5) 0.8716(3) 0.068(3) Uani 1 1 d . . .
C15 C 1.1550(13) 0.2303(6) 0.8652(3) 0.075(4) Uani 1 1 d . . .
H15 H 1.2572 0.2362 0.8836 0.089 Uiso 1 1 calc R . .
C16 C 1.1482(13) 0.1829(6) 0.8322(3) 0.071(4) Uani 1 1 d . . .
H16 H 1.2437 0.1544 0.8294 0.086 Uiso 1 1 calc R . .
N2 N 1.0054(10) 0.1755(3) 0.80267(18) 0.0402(13) Uani 1 1 d . . .
C17 C 0.8722(9) 0.2151(4) 0.8089(3) 0.0431(19) Uani 1 1 d . . .
H17 H 0.7725 0.2108 0.7893 0.052 Uiso 1 1 calc R . .
C18 C 0.8730(13) 0.2628(6) 0.8432(3) 0.073(4) Uani 1 1 d . . .
H18 H 0.7753 0.2903 0.8462 0.088 Uiso 1 1 calc R . .
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'
F F 0.0171 0.0103 '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'
Zn Zn 0.2839 1.4301 '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
C1 N1 C5 120.0 . . ?
C1 N1 Zn1 119.2(3) . . ?
C5 N1 Zn1 120.7(3) . . ?
C2 C1 N1 120.0 . . ?
C2 C1 H1 120.0 . . ?
N1 C1 H1 120.0 . . ?
C3 C2 C1 120.0 . . ?
C3 C2 H2 120.0 . . ?
C1 C2 H2 120.0 . . ?
C4 C3 C2 120.0 . . ?
C5 C4 C3 120.0 . . ?
C5 C4 H4 120.0 . . ?
C3 C4 H4 120.0 . . ?
C4 C5 N1 120.0 . . ?
C4 C5 H5 120.0 . . ?
N1 C5 H5 120.0 . . ?
F1 Zn1 F1 177.33(18) 3_756 . ?
F1 Zn1 N2 87.3(2) 3_756 3_756 ?
F1 Zn1 N2 90.8(2) . 3_756 ?
F1 Zn1 N2 90.8(2) 3_756 . ?
F1 Zn1 N2 87.3(2) . . ?
N2 Zn1 N2 89.0(3) 3_756 . ?
F1 Zn1 N1 92.1(2) 3_756 3_756 ?
F1 Zn1 N1 89.77(19) . 3_756 ?
N2 Zn1 N1 90.9(3) 3_756 3_756 ?
N2 Zn1 N1 177.1(3) . 3_756 ?
F1 Zn1 N1 89.77(19) 3_756 . ?
F1 Zn1 N1 92.1(2) . . ?
N2 Zn1 N1 177.1(3) 3_756 . ?
N2 Zn1 N1 90.9(3) . . ?
N1 Zn1 N1 89.3(4) 3_756 . ?
F2 Si1 F2 179.8(3) . 3_856 ?
F2 Si1 F4 89.88(15) . . ?
F2 Si1 F4 89.88(15) 3_856 . ?
F2 Si1 F3 90.12(15) . . ?
F2 Si1 F3 90.12(15) 3_856 . ?
F4 Si1 F3 180.000(1) . . ?
F2 Si1 F1 88.1(2) . . ?
F2 Si1 F1 91.9(2) 3_856 . ?
F4 Si1 F1 89.75(12) . . ?
F3 Si1 F1 90.25(12) . . ?
F2 Si1 F1 91.9(2) . 3_856 ?
F2 Si1 F1 88.1(2) 3_856 3_856 ?
F4 Si1 F1 89.75(12) . 3_856 ?
F3 Si1 F1 90.25(12) . 3_856 ?
F1 Si1 F1 179.5(2) . 3_856 ?
Si1 F1 Zn1 177.7(2) . . ?
C7 O2 C6 122.3(12) . . ?
O2 C7 C8 104.7(11) . . ?
O2 C7 C12 112.8(12) . . ?
C8 C7 C12 108.6(17) . . ?
O2 C7 H7 110.2 . . ?
C8 C7 H7 110.2 . . ?
C12 C7 H7 110.2 . . ?
C9 C8 C7 104.5(13) . . ?
C9 C8 H8A 110.9 . . ?
C7 C8 H8A 110.8 . . ?
C9 C8 H8B 110.8 . . ?
C7 C8 H8B 110.8 . . ?
H8A C8 H8B 108.9 . . ?
C10 C9 C8 115(2) . . ?
C10 C9 H9A 108.4 . . ?
C8 C9 H9A 108.4 . . ?
C10 C9 H9B 108.4 . . ?
C8 C9 H9B 108.4 . . ?
H9A C9 H9B 107.5 . . ?
C9 C10 C11 116(2) . . ?
C9 C10 H10A 108.3 . . ?
C11 C10 H10A 108.3 . . ?
C9 C10 H10B 108.3 . . ?
C11 C10 H10B 108.3 . . ?
H10A C10 H10B 107.4 . . ?
C10 C11 C12 104.2(13) . . ?
C10 C11 H11A 110.9 . . ?
C12 C11 H11A 110.9 . . ?
C10 C11 H11B 110.9 . . ?
C12 C11 H11B 110.9 . . ?
H11A C11 H11B 108.9 . . ?
O3 C12 C7 100.0(11) . . ?
O3 C12 C11 106.9(10) . . ?
C7 C12 C11 118.8(16) . . ?
O3 C12 H12 110.1 . . ?
C7 C12 H12 110.1 . . ?
C11 C12 H12 110.1 . . ?
O4 C13 O3 124.8(9) . 5 ?
O4 C13 C14 122.8(9) . . ?
O3 C13 C14 112.3(8) 5 . ?
C13 O3 C12 114.1(9) 5_445 . ?
C18 C14 C15 118.5(8) . . ?
C18 C14 C13 122.7(9) . . ?
C15 C14 C13 118.8(9) . . ?
C16 C15 C14 119.6(8) . . ?
C16 C15 H15 120.2 . . ?
C14 C15 H15 120.2 . . ?
C15 C16 N2 121.7(8) . . ?
C15 C16 H16 119.1 . . ?
N2 C16 H16 119.1 . . ?
C17 N2 C16 117.0(7) . . ?
C17 N2 Zn1 121.7(5) . . ?
C16 N2 Zn1 121.3(6) . . ?
N2 C17 C18 122.7(7) . . ?
N2 C17 H17 118.7 . . ?
C18 C17 H17 118.7 . . ?
C14 C18 C17 120.4(8) . . ?
C14 C18 H18 119.8 . . ?
C17 C18 H18 119.8 . . ?
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
N1 C1 1.3900 . ?
N1 C5 1.3900 . ?
N1 Zn1 2.154(4) . ?
C1 C2 1.3900 . ?
C1 H1 0.9500 . ?
C2 C3 1.3900 . ?
C2 H2 0.9500 . ?
C3 C4 1.3900 . ?
C3 C6 1.486(14) . ?
C4 C5 1.3900 . ?
C4 H4 0.9500 . ?
C5 H5 0.9500 . ?
Zn1 F1 2.094(4) 3_756 ?
Zn1 F1 2.094(4) . ?
Zn1 N2 2.133(6) 3_756 ?
Zn1 N2 2.133(6) . ?
Zn1 N1 2.154(4) 3_756 ?
Si1 F2 1.660(4) . ?
Si1 F2 1.660(4) 3_856 ?
Si1 F4 1.662(5) . ?
Si1 F3 1.674(6) . ?
Si1 F1 1.742(4) . ?
Si1 F1 1.742(4) 3_856 ?
C6 O1 1.113(13) . ?
C6 O2 1.543(18) . ?
O2 C7 1.535(13) . ?
C7 C8 1.539(15) . ?
C7 C12 1.540(18) . ?
C7 H7 1.0000 . ?
C8 C9 1.533(17) . ?
C8 H8A 0.9900 . ?
C8 H8B 0.9900 . ?
C9 C10 1.523(19) . ?
C9 H9A 0.9900 . ?
C9 H9B 0.9900 . ?
C10 C11 1.554(15) . ?
C10 H10A 0.9900 . ?
C10 H10B 0.9900 . ?
C11 C12 1.595(15) . ?
C11 H11A 0.9900 . ?
C11 H11B 0.9900 . ?
C12 O3 1.469(13) . ?
C12 H12 1.0000 . ?
C13 O4 1.259(13) . ?
C13 O3 1.319(12) 5 ?
C13 C14 1.502(12) . ?
O3 C13 1.319(12) 5_445 ?
C14 C18 1.338(14) . ?
C14 C15 1.401(12) . ?
C15 C16 1.368(14) . ?
C15 H15 0.9500 . ?
C16 N2 1.388(10) . ?
C16 H16 0.9500 . ?
N2 C17 1.331(9) . ?
C17 C18 1.396(13) . ?
C17 H17 0.9500 . ?
C18 H18 0.9500 . ?
loop_
_platon_squeeze_void_nr
_platon_squeeze_void_average_x
_platon_squeeze_void_average_y
_platon_squeeze_void_average_z
_platon_squeeze_void_volume
_platon_squeeze_void_count_electrons
1 -0.060 0.147 0.250 144.5 50.9
2 -0.001 0.647 0.250 144.5 50.9
3 -0.001 0.853 0.750 144.5 50.0
4 -0.048 0.353 0.750 144.5 50.0
5 0.254 0.500 0.500 94.9 26.4
6 0.246 1.000 0.000 94.9 26.3
7 0.754 0.000 0.500 94.9 26.4
8 0.746 0.500 0.000 94.9 26.3
