#------------------------------------------------------------------------------
#$Date: 2018-09-12 14:49:22 +0300 (Wed, 12 Sep 2018) $
#$Revision: 210887 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/10/65/7106587.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_7106587
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                 107.298(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   20.8352(8)
_cell_length_b                   7.6558(3)
_cell_length_c                   14.9174(5)
_cell_measurement_reflns_used    5316
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      27.46
_cell_measurement_theta_min      2.83
_cell_volume                     2271.86(15)
_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 0.968
_diffrn_measured_fraction_theta_max 0.968
_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  0.0231
_diffrn_reflns_av_sigmaI/netI    0.0417
_diffrn_reflns_limit_h_max       25
_diffrn_reflns_limit_h_min       -26
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            8033
_diffrn_reflns_theta_full        27.46
_diffrn_reflns_theta_max         27.46
_diffrn_reflns_theta_min         2.12
_exptl_absorpt_coefficient_mu    0.639
_exptl_absorpt_correction_T_max  0.9688
_exptl_absorpt_correction_T_min  0.9507
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   sadabs
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.257
_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         0.865
_refine_diff_density_min         -1.545
_refine_diff_density_rms         0.125
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.06(3)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.062
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     237
_refine_ls_number_reflns         4057
_refine_ls_number_restraints     16
_refine_ls_restrained_S_all      1.080
_refine_ls_R_factor_all          0.0842
_refine_ls_R_factor_gt           0.0792
_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)+(0.1428P)²+9.5237P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2235
_refine_ls_wR_factor_ref         0.2313
_reflns_number_gt                3729
_reflns_number_total             4057
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c1cc12110c.txt
_cod_data_source_block           e1910a
_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_cell_volume        2271.85(15)
_cod_original_sg_symbol_H-M      C2
_cod_database_code               7106587
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
Zn1 Zn 0.5000 0.1899 0.5000 0.0271(3) Uani 1 2 d S . .
Si1 Si 0.5000 -0.3105(6) 0.5000 0.0277(4) Uani 1 2 d S . .
F1 F 0.5000 -0.0865(10) 0.5000 0.0379(19) Uani 1 2 d S . .
F2 F 0.5281(2) -0.3100(9) 0.6167(2) 0.0459(8) Uani 1 1 d . . .
F3 F 0.57850(17) -0.3078(9) 0.4950(3) 0.0433(8) Uani 1 1 d . . .
F4 F 0.5000 -0.5366(10) 0.5000 0.0358(17) Uani 1 2 d S . .
N1 N 0.4504(2) 0.1864(13) 0.6090(4) 0.0388(10) Uani 1 1 d . . .
C1 C 0.4504(5) 0.0353(13) 0.6584(6) 0.054(2) Uani 1 1 d . . .
H1 H 0.4696 -0.0666 0.6406 0.064 Uiso 1 1 calc R . .
C2 C 0.4242(5) 0.0237(14) 0.7318(6) 0.060(2) Uani 1 1 d . . .
H2 H 0.4276 -0.0821 0.7661 0.072 Uiso 1 1 calc R . .
C3 C 0.3931(6) 0.1656(18) 0.7554(10) 0.090(3) Uani 1 1 d . . .
C4 C 0.3927(6) 0.3260(19) 0.7041(10) 0.090(3) Uani 1 1 d . . .
H4 H 0.3729 0.4287 0.7200 0.108 Uiso 1 1 calc R . .
C5 C 0.4209(5) 0.3285(16) 0.6332(9) 0.067(3) Uani 1 1 d . . .
H5 H 0.4199 0.4339 0.5993 0.080 Uiso 1 1 calc R . .
C6 C 0.3584(7) 0.162(2) 0.8303(11) 0.121(5) Uani 1 1 d D . .
O1 O 0.3159(8) 0.258(3) 0.8367(13) 0.121(5) Uani 1 1 d D . .
O2 O 0.3858(4) 0.044(2) 0.8913(5) 0.121(5) Uani 1 1 d D . .
C7 C 0.3609(7) 0.022(3) 0.9688(6) 0.099(5) Uani 1 1 d D . .
H7 H 0.3210 0.0993 0.9619 0.119 Uiso 1 1 calc R . .
C8 C 0.4172(7) 0.070(2) 1.0585(7) 0.099(5) Uani 1 1 d D . .
H8A H 0.3993 0.1530 1.0960 0.119 Uiso 1 1 calc R . .
H8B H 0.4539 0.1296 1.0408 0.119 Uiso 1 1 calc R . .
C9 C 0.4463(3) -0.092(3) 1.1195(4) 0.099(5) Uani 1 1 d D . .
H9A H 0.4837 -0.0585 1.1753 0.119 Uiso 1 1 calc R . .
H9B H 0.4625 -0.1801 1.0829 0.119 Uiso 1 1 calc R . .
C10 C 0.3848(6) -0.163(4) 1.1488(6) 0.099(5) Uani 1 1 d D . .
H10A H 0.3950 -0.2815 1.1757 0.119 Uiso 1 1 calc R . .
H10B H 0.3763 -0.0859 1.1974 0.119 Uiso 1 1 calc R . .
C11 C 0.3229(6) -0.169(3) 1.0638(7) 0.099(5) Uani 1 1 d D . .
H11A H 0.2968 -0.2758 1.0668 0.119 Uiso 1 1 calc R . .
H11B H 0.2940 -0.0667 1.0650 0.119 Uiso 1 1 calc R . .
C12 C 0.3412(5) -0.168(2) 0.9730(5) 0.099(5) Uani 1 1 d D . .
H12 H 0.3783 -0.2516 0.9734 0.119 Uiso 1 1 calc R . .
O3 O 0.2797(3) -0.1961(11) 0.8930(4) 0.067(2) Uani 1 1 d . . .
C13 C 0.7870(5) 0.2236(15) 0.8161(5) 0.066(3) Uani 1 1 d . . .
O4 O 0.8392(3) 0.1635(17) 0.8066(5) 0.103(4) Uani 1 1 d . . .
C14 C 0.7199(4) 0.2054(18) 0.7414(5) 0.059(3) Uani 1 1 d . . .
C15 C 0.7008(5) 0.0633(12) 0.6854(6) 0.056(2) Uani 1 1 d . . .
H15 H 0.7300 -0.0344 0.6928 0.067 Uiso 1 1 calc R . .
C16 C 0.6390(4) 0.0605(10) 0.6179(6) 0.0447(17) Uani 1 1 d . . .
H16 H 0.6265 -0.0395 0.5790 0.054 Uiso 1 1 calc R . .
N2 N 0.5956(2) 0.1961(12) 0.6055(3) 0.0356(11) Uani 1 1 d . . .
C17 C 0.6130(4) 0.3357(11) 0.6608(5) 0.0450(18) Uani 1 1 d . . .
H17 H 0.5818 0.4290 0.6535 0.054 Uiso 1 1 calc R . .
C18 C 0.6752(4) 0.3504(13) 0.7290(6) 0.059(2) Uani 1 1 d . . .
H18 H 0.6873 0.4532 0.7658 0.071 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
F4 Zn1 F1 179.999(3) 1_565 . ?
F4 Zn1 N2 88.7(2) 1_565 . ?
F1 Zn1 N2 91.3(2) . . ?
F4 Zn1 N2 88.7(2) 1_565 2_656 ?
F1 Zn1 N2 91.3(2) . 2_656 ?
N2 Zn1 N2 177.5(5) . 2_656 ?
F4 Zn1 N1 90.7(3) 1_565 2_656 ?
F1 Zn1 N1 89.3(3) . 2_656 ?
N2 Zn1 N1 90.30(18) . 2_656 ?
N2 Zn1 N1 89.73(18) 2_656 2_656 ?
F4 Zn1 N1 90.7(3) 1_565 . ?
F1 Zn1 N1 89.3(3) . . ?
N2 Zn1 N1 89.73(18) . . ?
N2 Zn1 N1 90.30(18) 2_656 . ?
N1 Zn1 N1 178.6(5) 2_656 . ?
F3 Si1 F3 178.6(6) . 2_656 ?
F3 Si1 F2 89.87(19) . 2_656 ?
F3 Si1 F2 90.12(19) 2_656 2_656 ?
F3 Si1 F2 90.12(19) . . ?
F3 Si1 F2 89.87(19) 2_656 . ?
F2 Si1 F2 179.7(6) 2_656 . ?
F3 Si1 F1 89.3(3) . . ?
F3 Si1 F1 89.3(3) 2_656 . ?
F2 Si1 F1 89.9(3) 2_656 . ?
F2 Si1 F1 89.9(3) . . ?
F3 Si1 F4 90.7(3) . . ?
F3 Si1 F4 90.7(3) 2_656 . ?
F2 Si1 F4 90.1(3) 2_656 . ?
F2 Si1 F4 90.1(3) . . ?
F1 Si1 F4 180.000(2) . . ?
Si1 F1 Zn1 180.000(1) . . ?
Si1 F4 Zn1 179.999(1) . 1_545 ?
C5 N1 C1 117.5(6) . . ?
C5 N1 Zn1 123.1(7) . . ?
C1 N1 Zn1 119.3(6) . . ?
C2 C1 N1 123.4(9) . . ?
C2 C1 H1 118.3 . . ?
N1 C1 H1 118.3 . . ?
C3 C2 C1 119.3(10) . . ?
C3 C2 H2 120.3 . . ?
C1 C2 H2 120.3 . . ?
C2 C3 C4 117.9(8) . . ?
C2 C3 C6 123.3(12) . . ?
C4 C3 C6 118.7(11) . . ?
C5 C4 C3 119.3(11) . . ?
C5 C4 H4 120.3 . . ?
C3 C4 H4 120.3 . . ?
N1 C5 C4 122.4(11) . . ?
N1 C5 H5 118.8 . . ?
C4 C5 H5 118.8 . . ?
O1 C6 O2 124.6(14) . . ?
O1 C6 C3 126.2(16) . . ?
O2 C6 C3 109.1(11) . . ?
C6 O2 C7 117.9(13) . . ?
O2 C7 C12 108.5(12) . . ?
O2 C7 C8 108.2(10) . . ?
C12 C7 C8 109.7(11) . . ?
O2 C7 H7 110.1 . . ?
C12 C7 H7 110.1 . . ?
C8 C7 H7 110.1 . . ?
C7 C8 C9 112.5(10) . . ?
C7 C8 H8A 109.1 . . ?
C9 C8 H8A 109.1 . . ?
C7 C8 H8B 109.1 . . ?
C9 C8 H8B 109.1 . . ?
H8A C8 H8B 107.8 . . ?
C8 C9 C10 103.4(10) . . ?
C8 C9 H9A 111.1 . . ?
C10 C9 H9A 111.1 . . ?
C8 C9 H9B 111.1 . . ?
C10 C9 H9B 111.1 . . ?
H9A C9 H9B 109.0 . . ?
C11 C10 C9 109.9(8) . . ?
C11 C10 H10A 109.7 . . ?
C9 C10 H10A 109.7 . . ?
C11 C10 H10B 109.7 . . ?
C9 C10 H10B 109.7 . . ?
H10A C10 H10B 108.2 . . ?
C12 C11 C10 111.7(8) . . ?
C12 C11 H11A 109.3 . . ?
C10 C11 H11A 109.3 . . ?
C12 C11 H11B 109.3 . . ?
C10 C11 H11B 109.3 . . ?
H11A C11 H11B 107.9 . . ?
O3 C12 C11 109.4(8) . . ?
O3 C12 C7 106.4(9) . . ?
C11 C12 C7 100.5(12) . . ?
O3 C12 H12 113.2 . . ?
C11 C12 H12 113.2 . . ?
C7 C12 H12 113.2 . . ?
C13 O3 C12 117.5(7) 3_445 . ?
O4 C13 O3 126.5(8) . 3 ?
O4 C13 C14 122.5(8) . . ?
O3 C13 C14 110.9(7) 3 . ?
C15 C14 C18 118.9(7) . . ?
C15 C14 C13 124.4(8) . . ?
C18 C14 C13 116.7(10) . . ?
C14 C15 C16 120.1(7) . . ?
C14 C15 H15 120.0 . . ?
C16 C15 H15 120.0 . . ?
N2 C16 C15 122.0(7) . . ?
N2 C16 H16 119.0 . . ?
C15 C16 H16 119.0 . . ?
C17 N2 C16 118.8(6) . . ?
C17 N2 Zn1 119.7(5) . . ?
C16 N2 Zn1 121.4(6) . . ?
N2 C17 C18 122.7(6) . . ?
N2 C17 H17 118.7 . . ?
C18 C17 H17 118.7 . . ?
C17 C18 C14 117.5(8) . . ?
C17 C18 H18 121.3 . . ?
C14 C18 H18 121.3 . . ?
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
Zn1 F4 2.094(8) 1_565 ?
Zn1 F1 2.116(8) . ?
Zn1 N2 2.141(5) . ?
Zn1 N2 2.141(5) 2_656 ?
Zn1 N1 2.171(5) 2_656 ?
Zn1 N1 2.171(5) . ?
Si1 F3 1.659(3) . ?
Si1 F3 1.659(3) 2_656 ?
Si1 F2 1.663(3) 2_656 ?
Si1 F2 1.663(3) . ?
Si1 F1 1.715(9) . ?
Si1 F4 1.731(9) . ?
F4 Zn1 2.094(8) 1_545 ?
N1 C5 1.351(13) . ?
N1 C1 1.372(13) . ?
C1 C2 1.363(11) . ?
C1 H1 0.9500 . ?
C2 C3 1.363(16) . ?
C2 H2 0.9500 . ?
C3 C4 1.446(19) . ?
C3 C6 1.501(14) . ?
C4 C5 1.353(14) . ?
C4 H4 0.9500 . ?
C5 H5 0.9500 . ?
C6 O1 1.177(15) . ?
C6 O2 1.290(15) . ?
O2 C7 1.410(11) . ?
C7 C12 1.522(16) . ?
C7 C8 1.539(12) . ?
C7 H7 1.0000 . ?
C8 C9 1.551(16) . ?
C8 H8A 0.9900 . ?
C8 H8B 0.9900 . ?
C9 C10 1.568(13) . ?
C9 H9A 0.9900 . ?
C9 H9B 0.9900 . ?
C10 C11 1.517(12) . ?
C10 H10A 0.9900 . ?
C10 H10B 0.9900 . ?
C11 C12 1.513(12) . ?
C11 H11A 0.9900 . ?
C11 H11B 0.9900 . ?
C12 O3 1.484(10) . ?
C12 H12 1.0000 . ?
O3 C13 1.349(10) 3_445 ?
C13 O4 1.228(10) . ?
C13 O3 1.349(10) 3 ?
C13 C14 1.512(10) . ?
C14 C15 1.357(15) . ?
C14 C18 1.426(12) . ?
C15 C16 1.378(12) . ?
C15 H15 0.9500 . ?
C16 N2 1.353(9) . ?
C16 H16 0.9500 . ?
N2 C17 1.333(12) . ?
C17 C18 1.393(11) . ?
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 -0.032 0.000 122.7 28.3
2 0.750 -0.036 0.500 149.7 50.1
3 0.250 -0.040 0.500 149.7 50.1
4 0.500 0.468 0.000 122.7 28.3
