#------------------------------------------------------------------------------
#$Date: 2016-02-18 17:37:37 +0200 (Thu, 18 Feb 2016) $
#$Revision: 176729 $
#$URL: svn://www.crystallography.net/cod/cif/1/50/47/1504725.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_1504725
loop_
_publ_author_name
'Memminger, Karin'
'Oeser, Thomas'
'Müller, Thomas J J'
_publ_section_title
;
 Phenothiazinophanes: synthesis, structure, and intramolecular electronic
 communication.
;
_journal_issue                   13
_journal_name_full               'Organic letters'
_journal_page_first              2797
_journal_page_last               2800
_journal_paper_doi               10.1021/ol800920d
_journal_volume                  10
_journal_year                    2008
_chemical_formula_sum            'C40 H46 N2 S2'
_chemical_formula_weight         618.91
_chemical_name_systematic
;
 1(10),4(10)-Di-n-hexyl-1,4(3,7)-diphenothiazinacyclohexa-phane
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 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
_cell_angle_beta                 96.178(1)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   10.4057(1)
_cell_length_b                   13.7973(2)
_cell_length_c                   11.7812(2)
_cell_measurement_temperature    200(2)
_cell_volume                     1681.61(4)
_computing_cell_refinement       'Bruker SMART'
_computing_data_collection       'Bruker SMART'
_computing_data_reduction        'Bruker SHELXTL'
_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      200(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  0.0286
_diffrn_reflns_av_sigmaI/netI    0.0225
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            17155
_diffrn_reflns_theta_full        27.49
_diffrn_reflns_theta_max         27.49
_diffrn_reflns_theta_min         2.28
_exptl_absorpt_coefficient_mu    0.189
_exptl_absorpt_correction_T_max  0.9560
_exptl_absorpt_correction_T_min  0.9247
_exptl_absorpt_correction_type   multi-scan
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.222
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       polyhedron
_exptl_crystal_F_000             664
_exptl_crystal_size_max          0.42
_exptl_crystal_size_mid          0.26
_exptl_crystal_size_min          0.24
_refine_diff_density_max         0.662
_refine_diff_density_min         -0.284
_refine_diff_density_rms         0.048
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.033
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     200
_refine_ls_number_reflns         3852
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.033
_refine_ls_R_factor_all          0.0532
_refine_ls_R_factor_gt           0.0419
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0617P)²+0.7470P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1102
_refine_ls_wR_factor_ref         0.1187
_reflns_number_gt                3176
_reflns_number_total             3852
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ol800920d-file004.cif
_cod_data_source_block           km19
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
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_values 1715 2011-07-08 13:25:40Z adriana 
;
_cod_original_sg_symbol_H-M      P2(1)/n
_cod_database_code               1504725
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'
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
S1 S 0.18964(4) 0.84576(3) 0.03099(3) 0.03133(13) Uani 1 1 d .
N1 N -0.02631(13) 0.74281(9) -0.10049(11) 0.0289(3) Uani 1 1 d .
C1 C 0.18390(15) 0.94720(12) -0.16979(13) 0.0303(3) Uani 1 1 d .
H1 H 0.2512 0.9852 -0.1314 0.036 Uiso 1 1 calc R
C2 C 0.14231(16) 0.96638(12) -0.28376(14) 0.0325(4) Uani 1 1 d .
C3 C 0.04056(17) 0.91166(12) -0.33496(14) 0.0348(4) Uani 1 1 d .
H3 H 0.0102 0.9240 -0.4126 0.042 Uiso 1 1 calc R
C4 C -0.01888(17) 0.83934(12) -0.27703(14) 0.0324(3) Uani 1 1 d .
H4 H -0.0901 0.8046 -0.3144 0.039 Uiso 1 1 calc R
C5 C -0.16552(16) 0.74036(12) 0.05771(14) 0.0323(3) Uani 1 1 d .
H5 H -0.2297 0.7041 0.0125 0.039 Uiso 1 1 calc R
C6 C -0.18574(16) 0.76719(12) 0.16819(14) 0.0339(4) Uani 1 1 d .
H6 H -0.2627 0.7471 0.1980 0.041 Uiso 1 1 calc R
C7 C -0.09620(16) 0.82259(11) 0.23595(13) 0.0305(3) Uani 1 1 d .
C8 C 0.01731(15) 0.84899(11) 0.19092(13) 0.0284(3) Uani 1 1 d .
H8 H 0.0795 0.8878 0.2350 0.034 Uiso 1 1 calc R
C11 C 0.12841(15) 0.87314(11) -0.11109(12) 0.0272(3) Uani 1 1 d .
C12 C 0.02624(15) 0.81765(11) -0.16351(13) 0.0272(3) Uani 1 1 d .
C13 C 0.04049(14) 0.81916(11) 0.08248(12) 0.0260(3) Uani 1 1 d .
C14 C -0.05175(15) 0.76624(11) 0.01282(13) 0.0272(3) Uani 1 1 d .
C15 C 0.20198(18) 1.04802(13) -0.34622(15) 0.0385(4) Uani 1 1 d .
H15A H 0.2125 1.0264 -0.4248 0.046 Uiso 1 1 calc R
H15B H 0.2891 1.0621 -0.3073 0.046 Uiso 1 1 calc R
C16 C -0.12203(19) 0.85877(12) 0.35238(14) 0.0366(4) Uani 1 1 d .
H16A H -0.0385 0.8707 0.3989 0.044 Uiso 1 1 calc R
H16B H -0.1685 0.8080 0.3910 0.044 Uiso 1 1 calc R
C21 C -0.10340(17) 0.66712(11) -0.16274(14) 0.0323(3) Uani 1 1 d .
H21A H -0.0787 0.6628 -0.2414 0.039 Uiso 1 1 calc R
H21B H -0.1960 0.6851 -0.1678 0.039 Uiso 1 1 calc R
C22 C -0.08440(17) 0.56855(12) -0.10514(14) 0.0343(4) Uani 1 1 d .
H22A H -0.1234 0.5698 -0.0321 0.041 Uiso 1 1 calc R
H22B H 0.0093 0.5562 -0.0874 0.041 Uiso 1 1 calc R
C23 C -0.14481(18) 0.48556(13) -0.17901(16) 0.0411(4) Uani 1 1 d .
H23A H -0.2340 0.5036 -0.2093 0.049 Uiso 1 1 calc R
H23B H -0.1498 0.4271 -0.1310 0.049 Uiso 1 1 calc R
C24 C -0.06635(19) 0.46137(14) -0.28017(17) 0.0452(4) Uani 1 1 d .
H24A H -0.0582 0.5210 -0.3256 0.054 Uiso 1 1 calc R
H24B H 0.0218 0.4413 -0.2491 0.054 Uiso 1 1 calc R
C25 C -0.1243(2) 0.38310(15) -0.35805(19) 0.0501(5) Uani 1 1 d .
H25A H -0.2113 0.4035 -0.3918 0.060 Uiso 1 1 calc R
H25B H -0.1341 0.3234 -0.3132 0.060 Uiso 1 1 calc R
C26 C -0.0414(2) 0.36173(16) -0.4524(2) 0.0553(5) Uani 1 1 d .
H26A H -0.0409 0.4181 -0.5030 0.083 Uiso 1 1 calc R
H26B H -0.0765 0.3056 -0.4963 0.083 Uiso 1 1 calc R
H26C H 0.0471 0.3476 -0.4194 0.083 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'
S S 0.1246 0.1234 '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_3
C13 S1 C11 97.43(7) .
C12 N1 C14 116.54(12) .
C12 N1 C21 118.63(12) .
C14 N1 C21 118.92(13) .
C2 C1 C11 121.07(15) .
C3 C2 C1 117.43(15) .
C3 C2 C15 121.87(15) .
C1 C2 C15 120.61(16) .
C2 C3 C4 122.47(15) .
C3 C4 C12 120.03(16) .
C6 C5 C14 120.46(15) .
C7 C6 C5 121.65(15) .
C6 C7 C8 117.93(14) .
C6 C7 C16 121.99(15) .
C8 C7 C16 119.99(15) .
C13 C8 C7 120.73(15) .
C1 C11 C12 121.20(14) .
C1 C11 S1 120.04(12) .
C12 C11 S1 118.74(12) .
C11 C12 C4 117.72(14) .
C11 C12 N1 119.07(13) .
C4 C12 N1 123.21(14) .
C8 C13 C14 121.22(14) .
C8 C13 S1 120.08(12) .
C14 C13 S1 118.68(11) .
C5 C14 C13 117.91(14) .
C5 C14 N1 123.22(14) .
C13 C14 N1 118.86(13) .
C2 C15 C16 113.52(14) 3_575
C7 C16 C15 112.58(14) 3_575
N1 C21 C22 112.07(13) .
C21 C22 C23 112.87(14) .
C22 C23 C24 112.31(15) .
C25 C24 C23 114.49(16) .
C24 C25 C26 111.58(17) .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
S1 C13 1.7647(15) .
S1 C11 1.7665(15) .
N1 C12 1.416(2) .
N1 C14 1.4258(19) .
N1 C21 1.465(2) .
C1 C2 1.391(2) .
C1 C11 1.393(2) .
C2 C3 1.385(2) .
C2 C15 1.515(2) .
C3 C4 1.391(2) .
C4 C12 1.401(2) .
C5 C6 1.391(2) .
C5 C14 1.394(2) .
C6 C7 1.389(2) .
C7 C8 1.394(2) .
C7 C16 1.511(2) .
C8 C13 1.388(2) .
C11 C12 1.399(2) .
C13 C14 1.399(2) .
C15 C16 1.529(2) 3_575
C16 C15 1.529(2) 3_575
C21 C22 1.523(2) .
C22 C23 1.532(2) .
C23 C24 1.552(3) .
C24 C25 1.501(3) .
C25 C26 1.508(3) .
