#------------------------------------------------------------------------------
#$Date: 2015-08-05 20:09:12 +0300 (Wed, 05 Aug 2015) $
#$Revision: 152784 $
#$URL: svn://www.crystallography.net/cod/cif/4/51/32/4513205.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_4513205
loop_
_publ_author_name
'Chulvi, Katherine'
'Costero, Ana M.'
'Ochando, Luis E.'
'Gaviña, Pablo'
_publ_section_title
;
 Racemic Triarylmethanol Derivative Crystallizes as a Chiral Crystal
 Structure with Enantiomeric Disorder, in the Sohncke Space GroupP21
;
_journal_issue                   7
_journal_name_full               'Crystal Growth & Design'
_journal_page_first              3452
_journal_paper_doi               10.1021/acs.cgd.5b00515
_journal_volume                  15
_journal_year                    2015
_chemical_absolute_configuration rm
_chemical_formula_moiety         'C19 H19 N O S'
_chemical_formula_sum            'C19 H19 N O S'
_chemical_formula_weight         309.41
_space_group_IT_number           4
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  'P 2yb'
_symmetry_space_group_name_H-M   'P 1 21 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                 91.506(8)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   6.5739(6)
_cell_length_b                   14.5868(12)
_cell_length_c                   8.3126(7)
_cell_measurement_reflns_used    1837
_cell_measurement_temperature    120(2)
_cell_measurement_theta_max      29.9480
_cell_measurement_theta_min      3.7010
_cell_volume                     796.84(12)
_computing_cell_refinement
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.32
;
_computing_data_collection
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.32
;
_computing_data_reduction
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.32
;
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      120(2)
_diffrn_detector_area_resol_mean 16.0267
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'SuperNova,Single source at offset,Sapphire3'
_diffrn_measurement_method       'four-circle diffractometer'
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0232
_diffrn_reflns_av_sigmaI/netI    0.0463
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       6
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_number            2972
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         25.00
_diffrn_reflns_theta_min         3.40
_exptl_absorpt_coefficient_mu    0.204
_exptl_absorpt_correction_T_max  0.9798
_exptl_absorpt_correction_T_min  0.9739
_exptl_absorpt_correction_type   multi-scan
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.290
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             328
_exptl_crystal_size_max          0.13
_exptl_crystal_size_mid          0.11
_exptl_crystal_size_min          0.10
_refine_diff_density_max         0.149
_refine_diff_density_min         -0.185
_refine_diff_density_rms         0.037
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.03(8)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.068
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     275
_refine_ls_number_reflns         2083
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.068
_refine_ls_R_factor_all          0.0317
_refine_ls_R_factor_gt           0.0300
_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)+(0.0308P)²+0.0867P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0741
_refine_ls_wR_factor_ref         0.0758
_reflns_number_gt                1995
_reflns_number_total             2083
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            cg5b00515_si_002.cif
_cod_data_source_block           1b
_cod_depositor_comments
'Adding full bibliography for 4513203--4513205.cif.'
_cod_database_code               4513205
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, 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
C1 C 0.3692(5) 0.3643(2) 1.4568(4) 0.0322(7) Uani 1 1 d
C2 C 0.7261(5) 0.3884(2) 1.4094(4) 0.0307(7) Uani 1 1 d
C4 C 0.4695(4) 0.47254(17) 1.2497(3) 0.0182(5) Uani 1 1 d
C5 C 0.6001(4) 0.54726(19) 1.2425(3) 0.0229(6) Uani 1 1 d
C6 C 0.5549(4) 0.6223(2) 1.1449(3) 0.0233(6) Uani 1 1 d
C7 C 0.3764(3) 0.62469(19) 1.0508(3) 0.0179(5) Uani 1 1 d
C8 C 0.2432(4) 0.55120(19) 1.0606(3) 0.0203(5) Uani 1 1 d
C9 C 0.2872(4) 0.47633(18) 1.1581(3) 0.0199(5) Uani 1 1 d
C10 C 0.3324(4) 0.70844(18) 0.9434(3) 0.0184(5) Uani 1 1 d
C11 C 0.2112(4) 0.68139(16) 0.7903(3) 0.0199(6) Uani 1 1 d
C12 C 0.0102(4) 0.68838(18) 0.7475(3) 0.0236(6) Uani 1 1 d
C13 C -0.0354(4) 0.65379(19) 0.5890(3) 0.0280(6) Uani 1 1 d
C14 C 0.1310(4) 0.6215(2) 0.5155(3) 0.0283(6) Uani 1 1 d
C15 C 0.2197(4) 0.78120(17) 1.0413(3) 0.0189(6) Uani 1 1 d
C20 C 0.0322(4) 0.7617(2) 1.1095(3) 0.0252(6) Uani 1 1 d
C19 C -0.0694(4) 0.8276(2) 1.1945(3) 0.0275(6) Uani 1 1 d
C18 C 0.0110(4) 0.9140(2) 1.2172(3) 0.0264(6) Uani 1 1 d
C17 C 0.1982(4) 0.9331(2) 1.1544(3) 0.0261(6) Uani 1 1 d
C16 C 0.3023(4) 0.86816(18) 1.0671(3) 0.0219(6) Uani 1 1 d
N3 N 0.5203(3) 0.39040(14) 1.3370(2) 0.0211(5) Uani 1 1 d
O1 O 0.5275(3) 0.74227(13) 0.8946(2) 0.0211(4) Uani 1 1 d
S1 S 0.34653(9) 0.63133(4) 0.63591(7) 0.02461(17) Uani 1 1 d
H19 H 0.253(4) 0.9899(19) 1.168(3) 0.011(6) Uiso 1 1 d
H16 H -0.034(4) 0.699(2) 1.092(3) 0.024(7) Uiso 1 1 d
H9 H 0.201(4) 0.4236(19) 1.158(3) 0.018(7) Uiso 1 1 d
H6 H 0.649(4) 0.6734(19) 1.145(3) 0.018(7) Uiso 1 1 d
H1B H 0.409(4) 0.2992(19) 1.498(3) 0.018(7) Uiso 1 1 d
H2B H 0.763(4) 0.329(2) 1.450(3) 0.019(7) Uiso 1 1 d
H8 H 0.112(4) 0.5478(17) 1.002(3) 0.020(7) Uiso 1 1 d
H14 H 0.142(4) 0.594(2) 0.416(4) 0.033(8) Uiso 1 1 d
H20 H 0.443(4) 0.8803(18) 1.029(3) 0.017(7) Uiso 1 1 d
H5 H 0.732(5) 0.546(2) 1.298(4) 0.040(9) Uiso 1 1 d
H2A H 0.836(5) 0.398(2) 1.324(4) 0.039(9) Uiso 1 1 d
H12 H -0.094(4) 0.7159(19) 0.805(3) 0.021(7) Uiso 1 1 d
H13 H -0.182(6) 0.651(3) 0.546(4) 0.061(11) Uiso 1 1 d
H1A H 0.233(5) 0.364(2) 1.406(4) 0.046(10) Uiso 1 1 d
H18 H -0.050(4) 0.959(2) 1.273(4) 0.033(8) Uiso 1 1 d
H2C H 0.742(5) 0.440(2) 1.493(4) 0.043(9) Uiso 1 1 d
H17 H -0.187(5) 0.816(2) 1.231(4) 0.033(9) Uiso 1 1 d
H H 0.507(5) 0.785(2) 0.826(4) 0.038(9) Uiso 1 1 d
H1C H 0.365(5) 0.412(2) 1.549(4) 0.043(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'
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
C5 C4 C9 117.7(2)
C5 C4 N3 122.8(2)
C9 C4 N3 119.4(2)
C4 C5 C6 121.4(2)
C5 C6 C7 120.7(3)
C8 C7 C6 118.1(2)
C8 C7 C10 122.6(2)
C6 C7 C10 119.2(2)
C9 C8 C7 121.4(2)
C8 C9 C4 120.7(2)
O1 C10 C11 107.5(2)
O1 C10 C7 106.29(19)
C11 C10 C7 111.3(2)
O1 C10 C15 110.9(2)
C11 C10 C15 111.6(2)
C7 C10 C15 109.08(19)
C12 C11 C10 132.5(2)
C12 C11 S1 110.5(2)
C10 C11 S1 117.05(18)
C11 C12 C13 113.0(3)
C14 C13 C12 112.7(3)
C13 C14 S1 111.8(2)
C16 C15 C20 117.8(2)
C16 C15 C10 121.2(2)
C20 C15 C10 121.0(2)
C19 C20 C15 120.7(3)
C20 C19 C18 121.3(3)
C19 C18 C17 118.5(3)
C18 C17 C16 121.2(3)
C17 C16 C15 120.5(2)
C4 N3 C2 115.1(2)
C4 N3 C1 113.9(2)
C2 N3 C1 110.4(2)
C14 S1 C11 92.00(13)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
C1 N3 1.474(4)
C2 N3 1.467(4)
C4 C5 1.390(4)
C4 C9 1.404(3)
C4 N3 1.435(3)
C5 C6 1.390(4)
C6 C7 1.393(3)
C7 C8 1.388(4)
C7 C10 1.536(4)
C8 C9 1.386(4)
C10 O1 1.442(3)
C10 C11 1.536(3)
C10 C15 1.540(3)
C11 C12 1.364(4)
C11 S1 1.741(3)
C12 C13 1.435(4)
C13 C14 1.351(4)
C14 S1 1.719(3)
C15 C16 1.394(4)
C15 C20 1.399(4)
C20 C19 1.377(4)
C19 C18 1.377(4)
C18 C17 1.378(4)
C17 C16 1.385(4)
