#------------------------------------------------------------------------------
#$Date: 2016-03-25 23:13:40 +0100 (vie 25 de mar de 2016) $
#$Revision: 180066 $
#$URL: svn://www.crystallography.net/cod/cif/7/05/12/7051263.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_7051263
loop_
_publ_author_name
'Christopher Pigge, F.'
'Zheng, Zhanmiao'
'Rath, Nigam P.'
_publ_section_title
;
 1,3,5-Triaroylbenzenes as versatile inclusion hosts via
 C--H···O hydrogen bonding
;
_journal_issue                   4
_journal_name_full               'New Journal of Chemistry'
_journal_page_first              183
_journal_paper_doi               10.1039/a910190j
_journal_volume                  24
_journal_year                    2000
_chemical_formula_moiety         'C27 H15 N3 O9 .C2 H6 S O'
_chemical_formula_sum            'C29 H21 N3 O10 S'
_chemical_formula_weight         603.55
_chemical_name_systematic
;
 ?
;
_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                90.00
_cell_angle_beta                 107.197(1)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   12.8116(2)
_cell_length_b                   12.1494(2)
_cell_length_c                   18.2432(2)
_cell_measurement_reflns_used    6667
_cell_measurement_temperature    213(2)
_cell_measurement_theta_max      26.35
_cell_measurement_theta_min      2.35
_cell_volume                     2712.67(7)
_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  'SHELXTL (Sheldrick, 1999)'
_computing_structure_solution    'SHELXTL (Sheldrick, 1999)'
_diffrn_ambient_temperature      213(2)
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'long-fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.05
_diffrn_reflns_av_sigmaI/netI    0.0309
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            49620
_diffrn_reflns_theta_full        26.39
_diffrn_reflns_theta_max         26.39
_diffrn_reflns_theta_min         1.73
_exptl_absorpt_coefficient_mu    0.186
_exptl_absorpt_correction_T_max  0.9853
_exptl_absorpt_correction_T_min  0.9394
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.478
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       octagonal
_exptl_crystal_F_000             1248
_exptl_crystal_size_max          0.34
_exptl_crystal_size_mid          0.30
_exptl_crystal_size_min          0.08
_refine_diff_density_max         0.186
_refine_diff_density_min         -0.282
_refine_diff_density_rms         0.043
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.025
_refine_ls_hydrogen_treatment    noref
_refine_ls_matrix_type           full
_refine_ls_number_parameters     398
_refine_ls_number_reflns         5548
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.025
_refine_ls_R_factor_all          0.0629
_refine_ls_R_factor_gt           0.0380
_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)+(0.0435P)²+0.5600P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0845
_refine_ls_wR_factor_ref         0.0929
_reflns_number_gt                4026
_reflns_number_total             5548
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            a910190j.txt
_cod_data_source_block           p12499
_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_enum 1527 2010-12-29 10:47:43Z saulius 

The following automatic conversions were performed:

'_exptl_crystal_density_meas' value 'no' 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      P2(1)/n
_cod_database_code               7051263
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
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O 0.61637(10) 0.38386(9) 1.03665(7) 0.0369(3) Uani 1 1 d . . .
O2 O 0.54582(10) 0.85632(10) 0.93833(8) 0.0494(4) Uani 1 1 d . . .
O3 O 0.96379(10) 0.73183(10) 1.19929(7) 0.0423(3) Uani 1 1 d . . .
O4 O 0.38722(12) 0.23397(13) 0.65915(8) 0.0636(4) Uani 1 1 d . . .
O5 O 0.49847(12) 0.34333(13) 0.62728(8) 0.0600(4) Uani 1 1 d . . .
O6 O 0.83642(10) 1.33932(9) 0.97724(8) 0.0441(3) Uani 1 1 d . . .
O7 O 0.97371(10) 1.24781(10) 0.96369(8) 0.0451(3) Uani 1 1 d . . .
O8 O 1.27459(13) 0.25783(12) 1.29247(8) 0.0625(4) Uani 1 1 d . . .
O9 O 1.26549(13) 0.24425(13) 1.17339(9) 0.0658(5) Uani 1 1 d . . .
N1 N 0.45899(13) 0.30377(14) 0.67465(9) 0.0446(4) Uani 1 1 d . . .
N2 N 0.88126(11) 1.25287(11) 0.96998(8) 0.0327(3) Uani 1 1 d . . .
N3 N 1.24038(12) 0.28777(12) 1.22598(9) 0.0392(4) Uani 1 1 d . . .
C1 C 0.62632(12) 0.44483(12) 0.98628(10) 0.0278(4) Uani 1 1 d . . .
C2 C 0.58008(12) 0.41317(12) 0.90366(9) 0.0284(4) Uani 1 1 d . . .
C3 C 0.50680(13) 0.32530(13) 0.88529(10) 0.0321(4) Uani 1 1 d . . .
H3 H 0.4846 0.2903 0.9242 0.039 Uiso 1 1 calc R . .
C4 C 0.46657(14) 0.28930(14) 0.81037(10) 0.0362(4) Uani 1 1 d . . .
H4 H 0.4169 0.2304 0.7977 0.043 Uiso 1 1 calc R . .
C5 C 0.50098(13) 0.34186(14) 0.75465(10) 0.0351(4) Uani 1 1 d . . .
C6 C 0.57418(14) 0.42840(15) 0.77074(10) 0.0395(4) Uani 1 1 d . . .
H6 H 0.5967 0.4624 0.7317 0.047 Uiso 1 1 calc R . .
C7 C 0.61339(14) 0.46347(14) 0.84593(10) 0.0358(4) Uani 1 1 d . . .
H7 H 0.6633 0.5222 0.8582 0.043 Uiso 1 1 calc R . .
C8 C 0.68719(12) 0.55106(12) 1.00739(9) 0.0265(3) Uani 1 1 d . . .
C9 C 0.64478(13) 0.64981(12) 0.97350(9) 0.0279(4) Uani 1 1 d . . .
H9 H 0.5790 0.6505 0.9333 0.033 Uiso 1 1 calc R . .
C10 C 0.69960(12) 0.74848(12) 0.99893(9) 0.0265(3) Uani 1 1 d . . .
C11 C 0.79764(12) 0.74676(12) 1.05746(9) 0.0273(3) Uani 1 1 d . . .
H11 H 0.8349 0.8130 1.0744 0.033 Uiso 1 1 calc R . .
C12 C 0.84156(12) 0.64739(12) 1.09152(9) 0.0263(3) Uani 1 1 d . . .
C13 C 0.78547(12) 0.54994(13) 1.06686(9) 0.0276(4) Uani 1 1 d . . .
H13 H 0.8137 0.4830 1.0902 0.033 Uiso 1 1 calc R . .
C14 C 0.64450(13) 0.85344(13) 0.96651(10) 0.0311(4) Uani 1 1 d . . .
C15 C 0.71034(12) 0.95592(12) 0.96910(9) 0.0277(4) Uani 1 1 d . . .
C16 C 0.66673(13) 1.05531(13) 0.98424(10) 0.0318(4) Uani 1 1 d . . .
H16 H 0.5983 1.0562 0.9934 0.038 Uiso 1 1 calc R . .
C17 C 0.72314(13) 1.15245(13) 0.98595(10) 0.0317(4) Uani 1 1 d . . .
H17 H 0.6953 1.2193 0.9982 0.038 Uiso 1 1 calc R . .
C18 C 0.82164(13) 1.14912(12) 0.96928(9) 0.0272(3) Uani 1 1 d . . .
C19 C 0.86640(13) 1.05231(13) 0.95280(9) 0.0300(4) Uani 1 1 d . . .
H19 H 0.9332 1.0525 0.9412 0.036 Uiso 1 1 calc R . .
C20 C 0.81086(13) 0.95497(13) 0.95372(9) 0.0304(4) Uani 1 1 d . . .
H20 H 0.8409 0.8879 0.9440 0.037 Uiso 1 1 calc R . .
C21 C 0.94388(13) 0.65150(13) 1.15795(9) 0.0297(4) Uani 1 1 d . . .
C22 C 1.01927(12) 0.55416(13) 1.17413(9) 0.0275(4) Uani 1 1 d . . .
C23 C 1.07568(13) 0.52976(14) 1.25013(10) 0.0344(4) Uani 1 1 d . . .
H23 H 1.0655 0.5736 1.2899 0.041 Uiso 1 1 calc R . .
C24 C 1.14663(14) 0.44112(14) 1.26726(10) 0.0359(4) Uani 1 1 d . . .
H24 H 1.1826 0.4222 1.3185 0.043 Uiso 1 1 calc R . .
C25 C 1.16333(13) 0.38124(13) 1.20759(10) 0.0308(4) Uani 1 1 d . . .
C26 C 1.11071(13) 0.40462(14) 1.13158(10) 0.0333(4) Uani 1 1 d . . .
H26 H 1.1245 0.3632 1.0920 0.040 Uiso 1 1 calc R . .
C27 C 1.03690(13) 0.49100(14) 1.11548(10) 0.0320(4) Uani 1 1 d . . .
H27 H 0.9983 0.5071 1.0642 0.038 Uiso 1 1 calc R . .
S1 S 0.76220(4) 0.97316(4) 0.18085(3) 0.04290(19) Uani 0.9195(18) 1 d P A 1
S1' S 0.6866(7) 0.9694(8) 0.2156(6) 0.080(3) Uani 0.0805(18) 1 d P A 2
C1S C 0.69131(18) 1.0870(2) 0.20437(15) 0.0695(7) Uani 1 1 d . . .
H1SA H 0.6535 1.1266 0.1579 0.104 Uiso 1 1 calc R A 1
H1SB H 0.7430 1.1359 0.2389 0.104 Uiso 1 1 calc R A 1
H1SC H 0.6387 1.0609 0.2292 0.104 Uiso 1 1 calc R A 1
C2S C 0.81998(19) 0.92001(19) 0.27457(12) 0.0603(6) Uani 1 1 d . . .
H2SA H 0.8634 0.8554 0.2722 0.090 Uiso 1 1 calc R A 1
H2SB H 0.7620 0.9000 0.2963 0.090 Uiso 1 1 calc R A 1
H2SC H 0.8662 0.9755 0.3065 0.090 Uiso 1 1 calc R A 1
O1S O 0.67591(13) 0.89409(12) 0.13948(9) 0.0633(4) Uani 1 1 d . . .
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'
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
_geom_angle_publ_flag
O4 N1 O5 123.40(17) . . ?
O4 N1 C5 118.50(17) . . ?
O5 N1 C5 118.10(16) . . ?
O6 N2 O7 123.46(14) . . ?
O6 N2 C18 118.51(13) . . ?
O7 N2 C18 118.03(14) . . ?
O8 N3 O9 123.62(16) . . ?
O8 N3 C25 118.42(15) . . ?
O9 N3 C25 117.96(15) . . ?
O1 C1 C2 120.36(14) . . ?
O1 C1 C8 119.56(15) . . ?
C2 C1 C8 120.06(14) . . ?
C7 C2 C3 119.35(15) . . ?
C7 C2 C1 122.08(14) . . ?
C3 C2 C1 118.42(15) . . ?
C4 C3 C2 120.49(16) . . ?
C5 C4 C3 118.41(16) . . ?
C4 C5 C6 122.73(16) . . ?
C4 C5 N1 118.85(16) . . ?
C6 C5 N1 118.42(17) . . ?
C7 C6 C5 118.07(17) . . ?
C6 C7 C2 120.93(16) . . ?
C9 C8 C13 119.95(14) . . ?
C9 C8 C1 121.72(14) . . ?
C13 C8 C1 118.16(14) . . ?
C8 C9 C10 120.17(14) . . ?
C11 C10 C9 119.63(14) . . ?
C11 C10 C14 122.16(14) . . ?
C9 C10 C14 117.97(14) . . ?
C10 C11 C12 120.59(14) . . ?
C13 C12 C11 119.38(14) . . ?
C13 C12 C21 122.33(14) . . ?
C11 C12 C21 118.11(14) . . ?
C12 C13 C8 120.26(14) . . ?
O2 C14 C10 120.18(15) . . ?
O2 C14 C15 119.68(14) . . ?
C10 C14 C15 120.14(13) . . ?
C16 C15 C20 119.67(14) . . ?
C16 C15 C14 118.18(14) . . ?
C20 C15 C14 122.09(14) . . ?
C17 C16 C15 120.55(15) . . ?
C16 C17 C18 118.42(15) . . ?
C19 C18 C17 122.53(15) . . ?
C19 C18 N2 118.93(14) . . ?
C17 C18 N2 118.54(14) . . ?
C18 C19 C20 118.54(15) . . ?
C19 C20 C15 120.24(15) . . ?
O3 C21 C12 120.11(15) . . ?
O3 C21 C22 120.46(14) . . ?
C12 C21 C22 119.40(14) . . ?
C27 C22 C23 119.66(15) . . ?
C27 C22 C21 121.74(15) . . ?
C23 C22 C21 118.56(14) . . ?
C24 C23 C22 120.20(16) . . ?
C25 C24 C23 118.53(16) . . ?
C24 C25 C26 122.77(15) . . ?
C24 C25 N3 118.43(15) . . ?
C26 C25 N3 118.79(15) . . ?
C25 C26 C27 117.98(16) . . ?
C26 C27 C22 120.78(16) . . ?
O1S S1 C2S 106.82(10) . . ?
O1S S1 C1S 105.60(10) . . ?
C2S S1 C1S 98.53(12) . . ?
C1S S1' O1S 115.4(6) . . ?
C1S S1' C2S 109.6(5) . . ?
O1S S1' C2S 98.4(5) . . ?
S1' C1S S1 46.4(3) . . ?
S1 C2S S1' 42.4(3) . . ?
S1 O1S S1' 49.1(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
O1 C1 1.2161(19) . ?
O2 C14 1.2163(19) . ?
O3 C21 1.2135(19) . ?
O4 N1 1.221(2) . ?
O5 N1 1.221(2) . ?
O6 N2 1.2229(18) . ?
O7 N2 1.2248(18) . ?
O8 N3 1.2170(19) . ?
O9 N3 1.219(2) . ?
N1 C5 1.473(2) . ?
N2 C18 1.472(2) . ?
N3 C25 1.477(2) . ?
C1 C2 1.498(2) . ?
C1 C8 1.498(2) . ?
C2 C7 1.389(2) . ?
C2 C3 1.395(2) . ?
C3 C4 1.382(2) . ?
C4 C5 1.379(3) . ?
C5 C6 1.381(2) . ?
C6 C7 1.381(2) . ?
C8 C9 1.385(2) . ?
C8 C13 1.398(2) . ?
C9 C10 1.397(2) . ?
C10 C11 1.388(2) . ?
C10 C14 1.493(2) . ?
C11 C12 1.398(2) . ?
C12 C13 1.389(2) . ?
C12 C21 1.500(2) . ?
C14 C15 1.497(2) . ?
C15 C16 1.392(2) . ?
C15 C20 1.397(2) . ?
C16 C17 1.379(2) . ?
C17 C18 1.383(2) . ?
C18 C19 1.380(2) . ?
C19 C20 1.383(2) . ?
C21 C22 1.500(2) . ?
C22 C27 1.388(2) . ?
C22 C23 1.393(2) . ?
C23 C24 1.384(2) . ?
C24 C25 1.378(2) . ?
C25 C26 1.380(2) . ?
C26 C27 1.385(2) . ?
S1 O1S 1.4903(15) . ?
S1 C2S 1.772(2) . ?
S1 C1S 1.776(2) . ?
S1' C1S 1.448(9) . ?
S1' O1S 1.634(10) . ?
S1' C2S 1.830(10) . ?
