#------------------------------------------------------------------------------
#$Date: 2018-09-12 14:49:22 +0300 (Wed, 12 Sep 2018) $
#$Revision: 210887 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/10/65/7106585.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_7106585
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         860.15
_space_group_IT_number           5
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  'C 2y'
_symmetry_space_group_name_H-M   'C 1 2 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                 107.187(3)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   20.7481(11)
_cell_length_b                   7.6446(4)
_cell_length_c                   14.9105(7)
_cell_measurement_reflns_used    3684
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      27.53
_cell_measurement_theta_min      2.86
_cell_volume                     2259.4(2)
_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 0.945
_diffrn_measured_fraction_theta_max 0.945
_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  0.0458
_diffrn_reflns_av_sigmaI/netI    0.0794
_diffrn_reflns_limit_h_max       24
_diffrn_reflns_limit_h_min       -26
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            8259
_diffrn_reflns_theta_full        27.55
_diffrn_reflns_theta_max         27.55
_diffrn_reflns_theta_min         1.43
_exptl_absorpt_coefficient_mu    0.642
_exptl_absorpt_correction_T_max  0.9686
_exptl_absorpt_correction_T_min  0.9504
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   sadabs
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.264
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             884
_exptl_crystal_size_max          0.08
_exptl_crystal_size_mid          0.07
_exptl_crystal_size_min          0.05
_platon_squeeze_details
;

;
_refine_diff_density_max         1.133
_refine_diff_density_min         -1.724
_refine_diff_density_rms         0.184
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.08(4)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.122
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     225
_refine_ls_number_reflns         4559
_refine_ls_number_restraints     16
_refine_ls_restrained_S_all      1.135
_refine_ls_R_factor_all          0.1327
_refine_ls_R_factor_gt           0.1045
_refine_ls_shift/su_max          0.006
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.1269P)²+39.3986P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2564
_refine_ls_wR_factor_ref         0.2976
_reflns_number_gt                3616
_reflns_number_total             4559
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c1cc12110c.txt
_cod_data_source_block           e1912a
_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      C2
_cod_database_code               7106585
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y, -z'
'x+1/2, y+1/2, z'
'-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 0.5496(3) 0.8118(13) 0.3910(4) 0.0392(19) Uani 1 1 d G . .
C1 C 0.5475(4) 0.9670(11) 0.3416(5) 0.054(4) Uani 1 1 d G . .
H1 H 0.5270 1.0679 0.3583 0.064 Uiso 1 1 calc R . .
C2 C 0.5756(5) 0.9745(12) 0.2678(6) 0.054(4) Uani 1 1 d G . .
H2 H 0.5742 1.0805 0.2341 0.065 Uiso 1 1 calc R . .
C3 C 0.6058(5) 0.8268(14) 0.2434(6) 0.089(5) Uani 1 1 d G . .
C4 C 0.6078(5) 0.6717(12) 0.2928(8) 0.089(5) Uani 1 1 d G . .
H4 H 0.6284 0.5707 0.2761 0.107 Uiso 1 1 calc R . .
C5 C 0.5797(4) 0.6642(11) 0.3666(7) 0.064(4) Uani 1 1 d G . .
H5 H 0.5811 0.5581 0.4003 0.076 Uiso 1 1 calc R . .
Zn1 Zn 0.5000 0.80988(17) 0.5000 0.0260(4) Uani 1 2 d S . .
Si1 Si 0.5000 1.3110(9) 0.5000 0.0268(7) Uani 1 2 d S . .
F1 F 0.5000 1.0852(15) 0.5000 0.042(3) Uani 1 2 d S . .
F2 F 0.4724(3) 1.3102(15) 0.3837(4) 0.0445(14) Uani 1 1 d . . .
F3 F 0.4209(3) 1.3075(13) 0.5043(4) 0.0392(13) Uani 1 1 d . . .
F4 F 0.5000 1.5346(13) 0.5000 0.024(2) Uani 1 2 d S . .
C6 C 0.6423(7) 0.845(3) 0.1638(9) 0.126(7) Uani 1 1 d D . .
O1 O 0.6700(12) 0.728(3) 0.1504(15) 0.126(7) Uani 1 1 d D . .
O2 O 0.6124(7) 0.957(3) 0.1056(8) 0.126(7) Uani 1 1 d D . .
C7 C 0.6413(8) 0.977(3) 0.0331(8) 0.088(6) Uani 1 1 d D . .
H7 H 0.6821 0.9017 0.0426 0.106 Uiso 1 1 calc R . .
C8 C 0.5854(9) 0.924(3) -0.0544(10) 0.088(6) Uani 1 1 d D . .
H8A H 0.5506 0.8552 -0.0368 0.106 Uiso 1 1 calc R . .
H8B H 0.6040 0.8519 -0.0959 0.106 Uiso 1 1 calc R . .
C9 C 0.5530(5) 1.099(4) -0.1072(7) 0.088(6) Uani 1 1 d D . .
H9A H 0.5440 1.1855 -0.0631 0.106 Uiso 1 1 calc R . .
H9B H 0.5108 1.0745 -0.1577 0.106 Uiso 1 1 calc R . .
C10 C 0.6127(9) 1.164(5) -0.1491(9) 0.088(6) Uani 1 1 d D . .
H10A H 0.6167 1.0848 -0.1999 0.106 Uiso 1 1 calc R . .
H10B H 0.6040 1.2840 -0.1742 0.106 Uiso 1 1 calc R . .
C11 C 0.6773(7) 1.157(5) -0.0640(11) 0.088(6) Uani 1 1 d D . .
H11A H 0.7010 1.0443 -0.0643 0.106 Uiso 1 1 calc R . .
H11B H 0.7081 1.2527 -0.0688 0.106 Uiso 1 1 calc R . .
C12 C 0.6588(7) 1.174(3) 0.0287(8) 0.088(6) Uani 1 1 d D . .
H12 H 0.6213 1.2578 0.0270 0.106 Uiso 1 1 calc R . .
O3 O 0.7191(5) 1.1966(17) 0.1064(6) 0.063(3) Uani 1 1 d . . .
C13 C 0.2133(7) 0.7746(17) 0.1833(9) 0.054(4) Uani 1 1 d . . .
O4 O 0.1605(6) 0.837(2) 0.1928(9) 0.109(6) Uani 1 1 d . . .
C14 C 0.2793(6) 0.791(3) 0.2568(8) 0.056(4) Uani 1 1 d . . .
C15 C 0.2979(7) 0.9371(18) 0.3138(10) 0.051(3) Uani 1 1 d . . .
H15 H 0.2684 1.0344 0.3071 0.061 Uiso 1 1 calc R . .
C16 C 0.3613(6) 0.9376(16) 0.3814(9) 0.042(3) Uani 1 1 d . . .
H16 H 0.3745 1.0374 0.4206 0.050 Uiso 1 1 calc R . .
N2 N 0.4039(4) 0.8028(19) 0.3928(5) 0.037(2) Uani 1 1 d . . .
C17 C 0.3861(7) 0.6646(16) 0.3384(8) 0.047(3) Uani 1 1 d . . .
H17 H 0.4168 0.5696 0.3468 0.056 Uiso 1 1 calc R . .
C18 C 0.3261(7) 0.652(2) 0.2711(10) 0.058(4) Uani 1 1 d . . .
H18 H 0.3154 0.5495 0.2335 0.070 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 117.2(4) . . ?
C5 N1 Zn1 122.8(5) . . ?
N1 C1 C2 120.0 . . ?
N1 C1 H1 120.0 . . ?
C2 C1 H1 120.0 . . ?
C3 C2 C1 120.0 . . ?
C3 C2 H2 120.0 . . ?
C1 C2 H2 120.0 . . ?
C2 C3 C4 120.0 . . ?
C2 C3 C6 118.4(9) . . ?
C4 C3 C6 121.5(9) . . ?
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 . . ?
F4 Zn1 F1 179.999(2) 1_545 . ?
F4 Zn1 N2 88.6(4) 1_545 . ?
F1 Zn1 N2 91.4(4) . . ?
F4 Zn1 N2 88.6(4) 1_545 2_656 ?
F1 Zn1 N2 91.4(4) . 2_656 ?
N2 Zn1 N2 177.1(8) . 2_656 ?
F4 Zn1 N1 90.4(3) 1_545 . ?
F1 Zn1 N1 89.6(3) . . ?
N2 Zn1 N1 89.1(3) . . ?
N2 Zn1 N1 90.9(3) 2_656 . ?
F4 Zn1 N1 90.4(3) 1_545 2_656 ?
F1 Zn1 N1 89.6(3) . 2_656 ?
N2 Zn1 N1 90.9(3) . 2_656 ?
N2 Zn1 N1 89.1(3) 2_656 2_656 ?
N1 Zn1 N1 179.2(5) . 2_656 ?
F2 Si1 F2 179.6(10) . 2_656 ?
F2 Si1 F3 90.0(3) . 2_656 ?
F2 Si1 F3 90.0(3) 2_656 2_656 ?
F2 Si1 F3 90.0(3) . . ?
F2 Si1 F3 90.0(3) 2_656 . ?
F3 Si1 F3 178.2(9) 2_656 . ?
F2 Si1 F4 90.2(5) . . ?
F2 Si1 F4 90.2(5) 2_656 . ?
F3 Si1 F4 90.9(4) 2_656 . ?
F3 Si1 F4 90.9(4) . . ?
F2 Si1 F1 89.8(5) . . ?
F2 Si1 F1 89.8(5) 2_656 . ?
F3 Si1 F1 89.1(4) 2_656 . ?
F3 Si1 F1 89.1(4) . . ?
F4 Si1 F1 180.000(9) . . ?
Si1 F1 Zn1 180.000(2) . . ?
Si1 F4 Zn1 179.999(1) . 1_565 ?
O1 C6 O2 127.1(14) . . ?
O1 C6 C3 116.8(13) . . ?
O2 C6 C3 109.3(11) . . ?
C6 O2 C7 112.3(16) . . ?
O2 C7 C8 104.0(13) . . ?
O2 C7 C12 107.4(16) . . ?
C8 C7 C12 110.5(11) . . ?
O2 C7 H7 111.5 . . ?
C8 C7 H7 111.5 . . ?
C12 C7 H7 111.5 . . ?
C7 C8 C9 107.7(11) . . ?
C7 C8 H8A 110.2 . . ?
C9 C8 H8A 110.2 . . ?
C7 C8 H8B 110.2 . . ?
C9 C8 H8B 110.2 . . ?
H8A C8 H8B 108.5 . . ?
C8 C9 C10 100.9(12) . . ?
C8 C9 H9A 111.6 . . ?
C10 C9 H9A 111.6 . . ?
C8 C9 H9B 111.6 . . ?
C10 C9 H9B 111.6 . . ?
H9A C9 H9B 109.4 . . ?
C11 C10 C9 104.4(9) . . ?
C11 C10 H10A 110.9 . . ?
C9 C10 H10A 110.9 . . ?
C11 C10 H10B 110.9 . . ?
C9 C10 H10B 110.9 . . ?
H10A C10 H10B 108.9 . . ?
C12 C11 C10 110.2(12) . . ?
C12 C11 H11A 109.6 . . ?
C10 C11 H11A 109.6 . . ?
C12 C11 H11B 109.6 . . ?
C10 C11 H11B 109.6 . . ?
H11A C11 H11B 108.1 . . ?
O3 C12 C11 110.0(11) . . ?
O3 C12 C7 103.8(14) . . ?
C11 C12 C7 94.3(14) . . ?
O3 C12 H12 115.4 . . ?
C11 C12 H12 115.4 . . ?
C7 C12 H12 115.4 . . ?
C13 O3 C12 117.9(11) 3 . ?
O4 C13 O3 125.4(12) . 3_445 ?
O4 C13 C14 122.4(13) . . ?
O3 C13 C14 112.0(11) 3_445 . ?
C15 C14 C18 117.4(11) . . ?
C15 C14 C13 123.3(13) . . ?
C18 C14 C13 119.3(15) . . ?
C14 C15 C16 118.4(10) . . ?
C14 C15 H15 120.8 . . ?
C16 C15 H15 120.8 . . ?
N2 C16 C15 122.3(12) . . ?
N2 C16 H16 118.8 . . ?
C15 C16 H16 118.8 . . ?
C17 N2 C16 119.1(10) . . ?
C17 N2 Zn1 120.4(8) . . ?
C16 N2 Zn1 120.5(10) . . ?
N2 C17 C18 123.0(10) . . ?
N2 C17 H17 118.5 . . ?
C18 C17 H17 118.5 . . ?
C17 C18 C14 119.9(13) . . ?
C17 C18 H18 120.1 . . ?
C14 C18 H18 120.1 . . ?
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 2.166(4) . ?
C1 C2 1.3900 . ?
C1 H1 0.9500 . ?
C2 C3 1.3900 . ?
C2 H2 0.9500 . ?
C3 C4 1.3900 . ?
C3 C6 1.591(9) . ?
C4 C5 1.3900 . ?
C4 H4 0.9500 . ?
C5 H5 0.9500 . ?
Zn1 F4 2.104(10) 1_545 ?
Zn1 F1 2.105(12) . ?
Zn1 N2 2.156(8) . ?
Zn1 N2 2.156(8) 2_656 ?
Zn1 N1 2.166(4) 2_656 ?
Si1 F2 1.658(5) . ?
Si1 F2 1.658(5) 2_656 ?
Si1 F3 1.662(5) 2_656 ?
Si1 F3 1.662(5) . ?
Si1 F4 1.709(12) . ?
Si1 F1 1.727(14) . ?
F4 Zn1 2.104(10) 1_565 ?
C6 O1 1.110(17) . ?
C6 O2 1.247(17) . ?
O2 C7 1.390(15) . ?
C7 C8 1.523(14) . ?
C7 C12 1.557(17) . ?
C7 H7 1.0000 . ?
C8 C9 1.593(18) . ?
C8 H8A 0.9900 . ?
C8 H8B 0.9900 . ?
C9 C10 1.620(15) . ?
C9 H9A 0.9900 . ?
C9 H9B 0.9900 . ?
C10 C11 1.551(16) . ?
C10 H10A 0.9900 . ?
C10 H10B 0.9900 . ?
C11 C12 1.547(16) . ?
C11 H11A 0.9900 . ?
C11 H11B 0.9900 . ?
C12 O3 1.442(15) . ?
C12 H12 1.0000 . ?
O3 C13 1.328(16) 3 ?
C13 O4 1.241(17) . ?
C13 O3 1.328(16) 3_445 ?
C13 C14 1.486(17) . ?
C14 C15 1.39(2) . ?
C14 C18 1.414(19) . ?
C15 C16 1.401(19) . ?
C15 H15 0.9500 . ?
C16 N2 1.335(15) . ?
C16 H16 0.9500 . ?
N2 C17 1.317(18) . ?
C17 C18 1.352(17) . ?
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 0.000 0.040 0.000 118.4 8.4
2 0.750 -0.016 0.500 142.5 17.3
3 0.250 -0.028 0.500 142.5 17.3
4 0.500 0.540 0.000 118.5 8.4
