#------------------------------------------------------------------------------
#$Date: 2016-03-26 00:36:11 +0200 (Sat, 26 Mar 2016) $
#$Revision: 180087 $
#$URL: svn://www.crystallography.net/cod/cif/7/05/33/7053388.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_7053388
loop_
_publ_author_name
'Linares, Maholy'
'Briceño, Alexander'
_publ_section_title
;
 Solid-state synthesis of head-to-tail photodimers from supramolecular
 assemblies directed by charge-assisted hydrogen bonds
;
_journal_issue                   4
_journal_name_full               'New Journal of Chemistry'
_journal_page_first              587
_journal_paper_doi               10.1039/b9nj00608g
_journal_volume                  34
_journal_year                    2010
_chemical_compound_source        Synthesis
_chemical_formula_moiety         'C26 H22 Cl2 N2, C10 H4 O8, 2(C2 H6 O S)'
_chemical_formula_sum            'C40 H38 Cl2 N2 O10 S2'
_chemical_formula_weight         841.74
_chemical_name_systematic
;
?
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_date             '20 August 2008'
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 97.802(9)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   10.786(5)
_cell_length_b                   9.682(4)
_cell_length_c                   19.379(8)
_cell_measurement_reflns_used    1906
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      27.61
_cell_measurement_theta_min      2.00
_cell_volume                     2005.0(15)
_computing_cell_refinement       'CrystalClear (Rigaku/MSC Inc., 2005)'
_computing_data_collection       'CrystalClear (Rigaku/MSC Inc., 2005)'
_computing_data_reduction        'CrystalClear (Rigaku/MSC Inc., 2005)'
_computing_molecular_graphics
;
SHELXLTL-NT V5.1 (Bruker AXS, 1998) and DIAMOND
(Brandenburg, 1998)
;
_computing_publication_material
;
SHELXLTL-NT V5.1 (Bruker AXS, 1998) and PLATON (Spek, 2003).
;
_computing_structure_refinement  'SHELXLTL-NT V5.1 (Bruker AXS, 1998)'
_computing_structure_solution    'SHELXLTL-NT V5.1 (Bruker AXS, 1998)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.988
_diffrn_measured_fraction_theta_max 0.852
_diffrn_measurement_device       'Mercury (2x2 bin mode)'
_diffrn_measurement_device_type  'Rigaku AFC7S Mercury'
_diffrn_measurement_method       'ω '
_diffrn_radiation_detector       CCD
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'Normal-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71070
_diffrn_reflns_av_R_equivalents  0.0402
_diffrn_reflns_av_sigmaI/netI    0.0307
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            22526
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         27.61
_diffrn_reflns_theta_min         1.91
_diffrn_standards_decay_%        0
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.326
_exptl_absorpt_correction_T_max  0.975
_exptl_absorpt_correction_T_min  0.949
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'Jacobson, R. (1998) Private communication'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.394
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       Prism
_exptl_crystal_F_000             876
_exptl_crystal_size_max          0.46
_exptl_crystal_size_mid          0.33
_exptl_crystal_size_min          0.25
_refine_diff_density_max         0.550
_refine_diff_density_min         -0.339
_refine_diff_density_rms         0.053
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.080
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     253
_refine_ls_number_reflns         3971
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.080
_refine_ls_R_factor_all          0.0877
_refine_ls_R_factor_gt           0.0609
_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)+(0.0700P)²+1.3551P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1486
_refine_ls_wR_factor_ref         0.1662
_reflns_number_gt                2940
_reflns_number_total             3971
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b9nj00608g.txt
_cod_data_source_block           shelxle5
_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 2.4.2 from
2011-04-26.

'_exptl_absorpt_correction_type' value 'Multi Scan'
changed to 'multi-scan' according to
/home/saulius/struct/CIF-dictionaries/cif_core.dic dictionary named
'cif_core.dic' version 2.4.2 from 2011-04-26.

Automatic conversion script
Id: cif_fix_values 1891 2012-01-12 08:04:46Z andrius 
;
_cod_original_cell_volume        2005.0(14)
_cod_original_sg_symbol_H-M      P2(1)/c
_cod_database_code               7053388
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -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
Cl1 Cl 0.41385(12) 1.69009(12) 0.32895(5) 0.0948(4) Uani 1 1 d .
S1 S 0.96280(12) 0.15192(10) 0.83732(4) 0.0792(4) Uani 1 1 d .
O1 O 0.9761(3) 0.2651(2) 0.78526(12) 0.0768(7) Uani 1 1 d .
O2 O 0.76837(19) 0.7592(2) 0.03479(12) 0.0607(6) Uani 1 1 d .
O3 O 0.88909(19) 0.85228(18) -0.03735(11) 0.0540(5) Uani 1 1 d .
O4 O 0.9533(2) 0.3228(2) 0.15790(11) 0.0590(6) Uani 1 1 d .
H4OH H 0.9764 0.2939 0.2014 0.071 Uiso 1 1 d R
O5 O 1.1595(2) 0.3342(3) 0.15948(12) 0.0711(7) Uani 1 1 d .
N1 N 0.7464(2) 1.0604(2) -0.02830(12) 0.0457(6) Uani 1 1 d .
H1N1 H 0.8048 0.9655 -0.0325 0.055 Uiso 1 1 d R
C1 C 0.8525(2) 0.7520(2) -0.00131(14) 0.0391(6) Uani 1 1 d .
C2 C 0.9269(2) 0.6205(2) -0.00276(13) 0.0358(6) Uani 1 1 d .
C3 C 0.9532(2) 0.5457(2) 0.05879(13) 0.0392(6) Uani 1 1 d .
H3A H 0.9214 0.5759 0.0984 0.047 Uiso 1 1 calc R
C4 C 1.0259(2) 0.4267(2) 0.06233(13) 0.0372(6) Uani 1 1 d .
C5 C 1.0563(3) 0.3553(3) 0.13145(14) 0.0428(6) Uani 1 1 d .
C6 C 0.6247(3) 1.0591(3) -0.05122(17) 0.0549(8) Uani 1 1 d .
H6A H 0.5910 0.9834 -0.0768 0.066 Uiso 1 1 calc R
C7 C 0.5471(3) 1.1653(3) -0.03849(16) 0.0499(7) Uani 1 1 d .
H7A H 0.4624 1.1618 -0.0558 0.060 Uiso 1 1 calc R
C8 C 0.5949(2) 1.2773(3) 0.00004(13) 0.0398(6) Uani 1 1 d .
C9 C 0.7211(3) 1.2768(3) 0.02417(16) 0.0501(7) Uani 1 1 d .
H9A H 0.7568 1.3501 0.0508 0.060 Uiso 1 1 calc R
C10 C 0.7945(3) 1.1669(3) 0.00864(16) 0.0501(7) Uani 1 1 d .
H10A H 0.8797 1.1681 0.0246 0.060 Uiso 1 1 calc R
C11 C 0.5053(3) 1.3906(3) 0.01467(14) 0.0428(6) Uani 1 1 d .
H11A H 0.4406 1.3524 0.0401 0.051 Uiso 1 1 calc R
C12 C 0.5584(3) 1.5240(3) 0.05058(14) 0.0429(6) Uani 1 1 d .
H12A H 0.6497 1.5262 0.0527 0.051 Uiso 1 1 calc R
C13 C 0.5208(3) 1.5587(3) 0.12130(14) 0.0441(6) Uani 1 1 d .
C14 C 0.4036(3) 1.5321(3) 0.13808(15) 0.0563(8) Uani 1 1 d .
H14A H 0.3457 1.4863 0.1062 0.068 Uiso 1 1 calc R
C15 C 0.3693(3) 1.5726(3) 0.20240(17) 0.0641(9) Uani 1 1 d .
H15A H 0.2896 1.5538 0.2134 0.077 Uiso 1 1 calc R
C16 C 0.4554(3) 1.6401(3) 0.24851(15) 0.0579(8) Uani 1 1 d .
C17 C 0.5725(3) 1.6690(4) 0.23280(18) 0.0659(9) Uani 1 1 d .
H17A H 0.6301 1.7155 0.2646 0.079 Uiso 1 1 calc R
C18 C 0.6042(3) 1.6283(3) 0.16896(17) 0.0573(8) Uani 1 1 d .
H18A H 0.6836 1.6484 0.1581 0.069 Uiso 1 1 calc R
C19 C 0.8406(5) 0.0422(5) 0.7983(2) 0.1093(16) Uani 1 1 d .
H19A H 0.7618 0.0892 0.7964 0.164 Uiso 1 1 calc R
H19B H 0.8388 -0.0405 0.8255 0.164 Uiso 1 1 calc R
H19C H 0.8552 0.0185 0.7520 0.164 Uiso 1 1 calc R
C20 C 1.0895(5) 0.0384(5) 0.8330(2) 0.1077(16) Uani 1 1 d .
H20A H 1.1660 0.0825 0.8525 0.161 Uiso 1 1 calc R
H20B H 1.0939 0.0149 0.7852 0.161 Uiso 1 1 calc R
H20C H 1.0775 -0.0440 0.8588 0.161 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'
Cl Cl 0.1484 0.1585 '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'
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_1
_geom_angle_site_symmetry_3
O1 S1 C20 106.0(2) . .
O1 S1 C19 106.4(2) . .
C20 S1 C19 98.1(3) . .
C1 O3 H1N1 107.3 . .
C5 O4 H4OH 107.4 . .
C10 N1 C6 119.1(2) . .
C10 N1 H1N1 119.7 . .
C6 N1 H1N1 120.4 . .
O2 C1 O3 125.0(2) . .
O2 C1 C2 119.9(2) . .
O3 C1 C2 115.0(2) . .
C3 C2 C4 118.8(2) . 3_765
C3 C2 C1 118.1(2) . .
C4 C2 C1 123.0(2) 3_765 .
C4 C3 C2 121.4(2) . .
C4 C3 H3A 119.3 . .
C2 C3 H3A 119.3 . .
C3 C4 C2 119.7(2) . 3_765
C3 C4 C5 118.5(2) . .
C2 C4 C5 121.7(2) 3_765 .
O5 C5 O4 124.5(3) . .
O5 C5 C4 124.3(3) . .
O4 C5 C4 111.2(2) . .
N1 C6 C7 122.2(3) . .
N1 C6 H6A 118.9 . .
C7 C6 H6A 118.9 . .
C6 C7 C8 119.7(3) . .
C6 C7 H7A 120.1 . .
C8 C7 H7A 120.1 . .
C7 C8 C9 117.5(2) . .
C7 C8 C11 118.1(2) . .
C9 C8 C11 124.4(2) . .
C8 C9 C10 119.8(3) . .
C8 C9 H9A 120.1 . .
C10 C9 H9A 120.1 . .
N1 C10 C9 121.6(3) . .
N1 C10 H10A 119.2 . .
C9 C10 H10A 119.2 . .
C8 C11 C12 119.0(2) . .
C8 C11 C12 116.5(2) . 3_685
C12 C11 C12 91.0(2) . 3_685
C8 C11 H11A 109.6 . .
C12 C11 H11A 109.6 . .
C12 C11 H11A 109.6 3_685 .
C13 C12 C11 117.7(2) . .
C13 C12 C11 117.6(2) . 3_685
C11 C12 C11 89.0(2) . 3_685
C13 C12 H12A 110.3 . .
C11 C12 H12A 110.3 . .
C11 C12 H12A 110.3 3_685 .
C14 C13 C18 118.2(3) . .
C14 C13 C12 122.7(3) . .
C18 C13 C12 118.9(3) . .
C13 C14 C15 121.4(3) . .
C13 C14 H14A 119.3 . .
C15 C14 H14A 119.3 . .
C16 C15 C14 118.4(3) . .
C16 C15 H15A 120.8 . .
C14 C15 H15A 120.8 . .
C15 C16 C17 121.3(3) . .
C15 C16 Cl1 118.8(3) . .
C17 C16 Cl1 119.9(3) . .
C16 C17 C18 119.2(3) . .
C16 C17 H17A 120.4 . .
C18 C17 H17A 120.4 . .
C13 C18 C17 121.4(3) . .
C13 C18 H18A 119.3 . .
C17 C18 H18A 119.3 . .
S1 C19 H19A 109.5 . .
S1 C19 H19B 109.5 . .
H19A C19 H19B 109.5 . .
S1 C19 H19C 109.5 . .
H19A C19 H19C 109.5 . .
H19B C19 H19C 109.5 . .
S1 C20 H20A 109.5 . .
S1 C20 H20B 109.5 . .
H20A C20 H20B 109.5 . .
S1 C20 H20C 109.5 . .
H20A C20 H20C 109.5 . .
H20B C20 H20C 109.5 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Cl1 C16 1.748(3) .
S1 O1 1.510(2) .
S1 C20 1.765(5) .
S1 C19 1.780(5) .
O2 C1 1.221(3) .
O3 C1 1.289(3) .
O3 H1N1 1.4346 .
O4 C5 1.323(3) .
O4 H4OH 0.8909 .
O5 C5 1.188(3) .
N1 C10 1.320(4) .
N1 C6 1.328(4) .
N1 H1N1 1.1239 .
C1 C2 1.507(3) .
C2 C3 1.392(3) .
C2 C4 1.400(3) 3_765
C3 C4 1.391(3) .
C3 H3A 0.9300 .
C4 C2 1.400(3) 3_765
C4 C5 1.503(4) .
C6 C7 1.370(4) .
C6 H6A 0.9300 .
C7 C8 1.376(4) .
C7 H7A 0.9300 .
C8 C9 1.378(4) .
C8 C11 1.514(3) .
C9 C10 1.384(4) .
C9 H9A 0.9300 .
C10 H10A 0.9300 .
C11 C12 1.540(4) .
C11 C12 1.587(4) 3_685
C11 H11A 0.9800 .
C12 C13 1.519(4) .
C12 C11 1.587(4) 3_685
C12 H12A 0.9800 .
C13 C14 1.371(4) .
C13 C18 1.375(4) .
C14 C15 1.404(4) .
C14 H14A 0.9300 .
C15 C16 1.365(5) .
C15 H15A 0.9300 .
C16 C17 1.367(5) .
C17 C18 1.385(4) .
C17 H17A 0.9300 .
C18 H18A 0.9300 .
C19 H19A 0.9600 .
C19 H19B 0.9600 .
C19 H19C 0.9600 .
C20 H20A 0.9600 .
C20 H20B 0.9600 .
C20 H20C 0.9600 .
