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#$Date: 2016-03-26 03:13:15 +0200 (Sat, 26 Mar 2016) $
#$Revision: 180173 $
#$URL: svn://www.crystallography.net/cod/cif/7/10/69/7106998.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_7106998
loop_
_publ_author_name
'Srinu Tothadi'
'Arijit Mukherjee'
'Gautam R. Desiraju'
_publ_section_title
;
 Shape and size mimicry in the design of ternary molecular solids: towards
 a robust strategy for crystal engineering
;
_journal_name_full               Chem.Commun.
_journal_page_first              12080
_journal_paper_doi               10.1039/c1cc14567c
_journal_volume                  47
_journal_year                    2011
_chemical_formula_sum            'C21 H18 N2 O2 S'
_chemical_formula_weight         362.43
_chemical_name_systematic
;
?
;
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                72.08(3)
_cell_angle_beta                 76.66(3)
_cell_angle_gamma                89.64(3)
_cell_formula_units_Z            2
_cell_length_a                   7.4470(15)
_cell_length_b                   9.4240(19)
_cell_length_c                   14.075(3)
_cell_measurement_reflns_used    2133
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      27.5
_cell_measurement_theta_min      2.8
_cell_volume                     912.3(4)
_computing_cell_refinement
'CrystalClear-SM Expert 2.0 rc14 (Rigaku, 2009)'
_computing_data_collection
'CrystalClear-SM Expert 2.0 rc14 (Rigaku, 2009)'
_computing_data_reduction
'CrystalClear-SM Expert 2.0 rc14 (Rigaku, 2009)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      150(2)
_diffrn_measured_fraction_theta_full 0.994
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measurement_device       'XtaLABmini: Fixed Chi 2 circle'
_diffrn_measurement_device_type  'Rigaku Mercury375R (2x2 bin mode)'
_diffrn_measurement_method       'profile data from ω-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  0.0363
_diffrn_reflns_av_sigmaI/netI    0.0395
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            9717
_diffrn_reflns_theta_full        27.48
_diffrn_reflns_theta_max         27.48
_diffrn_reflns_theta_min         1.57
_exptl_absorpt_coefficient_mu    0.195
_exptl_absorpt_correction_T_max  0.9621
_exptl_absorpt_correction_T_min  0.9621
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'Jacobson, R. (1998) Private communication'
_exptl_crystal_colour            Colourless
_exptl_crystal_density_diffrn    1.319
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       Needle
_exptl_crystal_F_000             380
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.20
_refine_diff_density_max         0.525
_refine_diff_density_min         -0.600
_refine_diff_density_rms         0.074
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.107
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     289
_refine_ls_number_reflns         4166
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.107
_refine_ls_R_factor_all          0.0755
_refine_ls_R_factor_gt           0.0605
_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)+(0.0986P)²+0.5182P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1769
_refine_ls_wR_factor_ref         0.2001
_reflns_number_gt                3373
_reflns_number_total             4166
_reflns_threshold_expression     >2σ(I)
_cod_data_source_file            c1cc14567c.txt
_cod_data_source_block           26dht-44bp
_cod_original_cell_volume        912.3(3)
_cod_database_code               7106998
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -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
S1 S 0.37695(17) 0.14734(14) 0.58180(11) 0.0538(5) Uani 0.495(4) 1 d P A 2
C39 C 0.5403(2) 0.19401(14) 0.36995(12) 0.0616(5) Uani 0.495(4) 1 d P A 2
C38 C 0.37695(17) 0.14734(14) 0.58180(11) 0.0538(5) Uani 0.505(4) 1 d P A 1
S2 S 0.5403(2) 0.19401(14) 0.36995(12) 0.0616(5) Uani 0.505(4) 1 d P A 1
C1 C 0.2327(3) 0.9977(2) 0.15554(17) 0.0275(4) Uani 1 1 d . . .
C2 C 0.0688(3) 0.9067(2) 0.18184(16) 0.0259(4) Uani 1 1 d . . .
C3 C 0.0716(3) 0.7545(2) 0.23543(16) 0.0259(4) Uani 1 1 d . . .
C4 C 0.2327(3) 0.6937(3) 0.25931(18) 0.0316(5) Uani 1 1 d . . .
C5 C 0.3931(3) 0.7863(3) 0.2312(2) 0.0366(5) Uani 1 1 d . . .
C6 C 0.3948(3) 0.9386(3) 0.1795(2) 0.0346(5) Uani 1 1 d . . .
C7 C -0.1029(3) 0.9718(3) 0.1526(2) 0.0348(5) Uani 1 1 d . . .
H7A H -0.0782 1.0152 0.0776 0.052 Uiso 1 1 calc R . .
H7B H -0.1393 1.0498 0.1845 0.052 Uiso 1 1 calc R . .
H7C H -0.2031 0.8929 0.1765 0.052 Uiso 1 1 calc R . .
C15 C 0.5884(4) 0.4173(3) 0.1092(2) 0.0439(6) Uani 1 1 d . . .
C16 C 0.7593(4) 0.4934(3) 0.0849(2) 0.0432(6) Uani 1 1 d . . .
C17 C 0.9061(3) 0.4607(2) 0.01482(16) 0.0272(5) Uani 1 1 d . . .
C18 C 0.8700(4) 0.3505(3) -0.0255(2) 0.0405(6) Uani 1 1 d . . .
C19 C 0.6946(4) 0.2799(3) 0.0032(2) 0.0408(6) Uani 1 1 d . . .
C25 C 1.0249(5) 0.2854(3) 0.3161(2) 0.0498(7) Uani 1 1 d . . .
C26 C 1.0465(4) 0.1368(3) 0.3648(2) 0.0467(7) Uani 1 1 d . . .
C27 C 0.9897(3) 0.0793(2) 0.47180(18) 0.0287(5) Uani 1 1 d . . .
C28 C 0.9126(4) 0.1783(3) 0.5231(2) 0.0366(5) Uani 1 1 d . . .
C29 C 0.8963(4) 0.3245(3) 0.4677(2) 0.0401(6) Uani 1 1 d . . .
C35 C 0.3885(4) 0.3161(4) 0.5053(3) 0.0579(8) Uani 1 1 d . . .
H35 H 0.3429 0.3957 0.5301 0.069 Uiso 1 1 calc R A 1
C36 C 0.4660(4) 0.3396(3) 0.4043(3) 0.0587(8) Uani 1 1 d . A .
H36 H 0.4770 0.4364 0.3553 0.070 Uiso 1 1 calc R B 1
C37 C 0.4812(3) 0.0785(3) 0.48895(19) 0.0321(5) Uani 1 1 d . . .
N1 N 0.5534(3) 0.3106(2) 0.06991(15) 0.0340(4) Uani 1 1 d . . .
N3 N 0.9511(3) 0.3798(2) 0.36541(18) 0.0384(5) Uani 1 1 d . . .
O1 O 0.2242(2) 1.14601(18) 0.10577(14) 0.0350(4) Uani 1 1 d . . .
O2 O -0.0902(2) 0.66806(18) 0.26125(13) 0.0318(4) Uani 1 1 d . . .
H5 H 0.512(4) 0.742(3) 0.245(2) 0.045(8) Uiso 1 1 d . . .
H4 H 0.231(4) 0.584(4) 0.296(2) 0.043(8) Uiso 1 1 d . . .
H18 H 0.963(5) 0.323(4) -0.075(3) 0.057(9) Uiso 1 1 d . . .
H19 H 0.673(4) 0.209(4) -0.025(2) 0.045(8) Uiso 1 1 d . . .
H6 H 0.510(4) 1.008(3) 0.159(2) 0.043(8) Uiso 1 1 d . . .
H15 H 0.483(5) 0.445(4) 0.162(3) 0.055(9) Uiso 1 1 d . . .
H29 H 0.842(4) 0.397(4) 0.510(2) 0.049(8) Uiso 1 1 d . . .
H16 H 0.766(4) 0.567(4) 0.121(2) 0.048(8) Uiso 1 1 d . . .
H28 H 0.861(5) 0.154(4) 0.598(3) 0.063(10) Uiso 1 1 d . . .
H25 H 1.075(5) 0.325(4) 0.242(3) 0.061(10) Uiso 1 1 d . . .
H26 H 1.107(5) 0.075(4) 0.324(3) 0.069(11) Uiso 1 1 d . . .
H2 H -0.069(6) 0.575(5) 0.292(3) 0.074(12) Uiso 1 1 d . . .
H1 H 0.329(5) 1.189(4) 0.094(3) 0.053(9) Uiso 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'
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'
H H 0.0000 0.0000 '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
C35 S1 C37 94.13(17) . .
C36 C39 C37 93.33(18) . .
O1 C1 C6 122.21(19) . .
O1 C1 C2 116.49(19) . .
C6 C1 C2 121.3(2) . .
C3 C2 C1 117.89(19) . .
C3 C2 C7 121.67(19) . .
C1 C2 C7 120.44(19) . .
O2 C3 C4 121.60(19) . .
O2 C3 C2 116.96(19) . .
C4 C3 C2 121.43(19) . .
C5 C4 C3 119.3(2) . .
C5 C4 H4 121.1(17) . .
C3 C4 H4 119.6(17) . .
C4 C5 C6 120.9(2) . .
C4 C5 H5 119.5(18) . .
C6 C5 H5 119.5(18) . .
C5 C6 C1 119.1(2) . .
C5 C6 H6 122.1(17) . .
C1 C6 H6 118.8(17) . .
C2 C7 H7A 109.5 . .
C2 C7 H7B 109.5 . .
H7A C7 H7B 109.5 . .
C2 C7 H7C 109.5 . .
H7A C7 H7C 109.5 . .
H7B C7 H7C 109.5 . .
N1 C15 C16 123.8(2) . .
N1 C15 H15 119.0(18) . .
C16 C15 H15 117.2(18) . .
C15 C16 C17 119.5(2) . .
C15 C16 H16 115.0(19) . .
C17 C16 H16 125.5(19) . .
C18 C17 C16 116.7(2) . .
C18 C17 C17 121.3(3) . 2_765
C16 C17 C17 122.1(2) . 2_765
C17 C18 C19 120.0(2) . .
C17 C18 H18 122(2) . .
C19 C18 H18 118(2) . .
N1 C19 C18 123.7(2) . .
N1 C19 H19 117(2) . .
C18 C19 H19 119(2) . .
N3 C25 C26 123.9(3) . .
N3 C25 H25 118(2) . .
C26 C25 H25 118(2) . .
C25 C26 C27 119.5(3) . .
C25 C26 H26 119(2) . .
C27 C26 H26 121(2) . .
C28 C27 C26 116.5(2) . .
C28 C27 C27 121.7(3) . 2_756
C26 C27 C27 121.9(3) . 2_756
C29 C28 C27 119.8(2) . .
C29 C28 H28 114(2) . .
C27 C28 H28 126(2) . .
N3 C29 C28 123.8(2) . .
N3 C29 H29 118.8(17) . .
C28 C29 H29 117.3(17) . .
C36 C35 S1 117.2(3) . .
C36 C35 H35 121.4 . .
S1 C35 H35 121.4 . .
C35 C36 C39 117.3(3) . .
C35 C36 H36 121.3 . .
C39 C36 H36 121.3 . .
C37 C37 C39 120.5(3) 2_656 .
C37 C37 S1 121.5(3) 2_656 .
C39 C37 S1 118.00(15) . .
C19 N1 C15 116.3(2) . .
C25 N3 C29 116.6(2) . .
C1 O1 H1 108(2) . .
C3 O2 H2 108(3) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
S1 C35 1.613(4) .
S1 C37 1.667(3) .
C39 C36 1.643(4) .
C39 C37 1.651(3) .
C1 O1 1.366(3) .
C1 C6 1.395(3) .
C1 C2 1.404(3) .
C2 C3 1.402(3) .
C2 C7 1.503(3) .
C3 O2 1.369(2) .
C3 C4 1.393(3) .
C4 C5 1.388(3) .
C4 H4 1.00(3) .
C5 C6 1.393(3) .
C5 H5 1.01(3) .
C6 H6 1.01(3) .
C7 H7A 0.9800 .
C7 H7B 0.9800 .
C7 H7C 0.9800 .
C15 N1 1.340(3) .
C15 C16 1.382(3) .
C15 H15 1.04(3) .
C16 C17 1.395(3) .
C16 H16 0.98(3) .
C17 C18 1.382(3) .
C17 C17 1.494(4) 2_765
C18 C19 1.383(3) .
C18 H18 0.96(4) .
C19 N1 1.334(3) .
C19 H19 0.91(3) .
C25 N3 1.332(4) .
C25 C26 1.384(4) .
C25 H25 0.98(4) .
C26 C27 1.396(4) .
C26 H26 0.98(4) .
C27 C28 1.392(3) .
C27 C27 1.486(4) 2_756
C28 C29 1.379(3) .
C28 H28 0.99(4) .
C29 N3 1.335(4) .
C29 H29 1.05(3) .
C35 C36 1.354(5) .
C35 H35 0.9500 .
C36 H36 0.9500 .
C37 C37 1.455(5) 2_656
O1 H1 0.83(4) .
O2 H2 0.88(4) .
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_4
O1 C1 C2 C3 -178.34(19) . .
C6 C1 C2 C3 1.6(3) . .
O1 C1 C2 C7 1.9(3) . .
C6 C1 C2 C7 -178.2(2) . .
C1 C2 C3 O2 179.35(19) . .
C7 C2 C3 O2 -0.9(3) . .
C1 C2 C3 C4 -2.0(3) . .
C7 C2 C3 C4 177.8(2) . .
O2 C3 C4 C5 179.9(2) . .
C2 C3 C4 C5 1.3(3) . .
C3 C4 C5 C6 -0.2(4) . .
C4 C5 C6 C1 -0.2(4) . .
O1 C1 C6 C5 179.4(2) . .
C2 C1 C6 C5 -0.5(4) . .
N1 C15 C16 C17 0.7(5) . .
C15 C16 C17 C18 -0.8(4) . .
C15 C16 C17 C17 179.9(3) . 2_765
C16 C17 C18 C19 0.8(4) . .
C17 C17 C18 C19 -179.9(3) 2_765 .
C17 C18 C19 N1 -0.7(4) . .
N3 C25 C26 C27 -0.3(5) . .
C25 C26 C27 C28 0.3(4) . .
C25 C26 C27 C27 -179.7(3) . 2_756
C26 C27 C28 C29 -0.1(4) . .
C27 C27 C28 C29 179.9(3) 2_756 .
C27 C28 C29 N3 -0.1(4) . .
C37 S1 C35 C36 1.2(3) . .
S1 C35 C36 C39 0.0(4) . .
C37 C39 C36 C35 -1.2(3) . .
C36 C39 C37 C37 -178.3(3) . 2_656
C36 C39 C37 S1 2.05(19) . .
C35 S1 C37 C37 178.3(3) . 2_656
C35 S1 C37 C39 -2.08(19) . .
C18 C19 N1 C15 0.5(4) . .
C16 C15 N1 C19 -0.5(4) . .
C26 C25 N3 C29 0.1(4) . .
C28 C29 N3 C25 0.1(4) . .
