#------------------------------------------------------------------------------
#$Date: 2017-10-13 14:42:48 +0300 (Fri, 13 Oct 2017) $
#$Revision: 201982 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/50/56/4505622.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_4505622
loop_
_publ_author_name
'Nath, Bhaskar'
'Baruah, Jubaraj B.'
_publ_section_title
;
 An Imidazole-Based Bisphenol
 2-((2-Hydroxy-3,5-dimethylphenyl)(imidazol-4-yl)methyl)-4,6-dimethylphenol:
 A Versatile Host for Anions
;
_journal_issue                   3
_journal_name_full               'Crystal Growth & Design'
_journal_page_first              1671
_journal_paper_doi               10.1021/cg2017215
_journal_volume                  12
_journal_year                    2012
_chemical_formula_sum            'C20 H24 N2 O6 S'
_chemical_formula_weight         420.47
_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                81.435(4)
_cell_angle_beta                 77.635(4)
_cell_angle_gamma                70.938(4)
_cell_formula_units_Z            2
_cell_length_a                   8.0024(6)
_cell_length_b                   10.0959(8)
_cell_length_c                   13.6380(10)
_cell_measurement_reflns_used    6269
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      27.81
_cell_measurement_theta_min      2.53
_cell_volume                     1013.53(14)
_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  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      296(2)
_diffrn_measured_fraction_theta_full 0.966
_diffrn_measured_fraction_theta_max 0.966
_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  0.0234
_diffrn_reflns_av_sigmaI/netI    0.0233
_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       14
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            12771
_diffrn_reflns_theta_full        25.25
_diffrn_reflns_theta_max         25.25
_diffrn_reflns_theta_min         1.53
_exptl_absorpt_coefficient_mu    0.200
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.378
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       needle
_exptl_crystal_F_000             444
_exptl_crystal_size_max          0.35
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.16
_refine_diff_density_max         0.230
_refine_diff_density_min         -0.389
_refine_diff_density_rms         0.047
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.050
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     277
_refine_ls_number_reflns         3546
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.050
_refine_ls_R_factor_all          0.0457
_refine_ls_R_factor_gt           0.0373
_refine_ls_shift/su_max          0.003
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0527P)²+0.3266P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0983
_refine_ls_wR_factor_ref         0.1042
_reflns_number_gt                2974
_reflns_number_total             3546
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            cg2017215_si_009.cif
_cod_data_source_block           123
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Triclinic' changed to 'triclinic'
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_cell_volume        1013.53(13)
_cod_original_sg_symbol_H-M      'P-1   '
_cod_database_code               4505622
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
S1 S 0.26805(6) 0.66366(5) -0.00232(4) 0.03809(15) Uani 1 1 d .
C9 C 0.4292(2) 0.03297(18) 0.80799(12) 0.0324(4) Uani 1 1 d .
H9 H 0.3207 0.0425 0.8595 0.039 Uiso 1 1 calc R
C6 C 0.4097(2) -0.04277(18) 0.72425(12) 0.0329(4) Uani 1 1 d .
C5 C 0.5588(2) -0.11151(19) 0.65722(13) 0.0374(4) Uani 1 1 d .
H5 H 0.6721 -0.1143 0.6660 0.045 Uiso 1 1 calc R
C1 C 0.2398(2) -0.03762(19) 0.71015(13) 0.0367(4) Uani 1 1 d .
C4 C 0.5455(3) -0.1762(2) 0.57765(13) 0.0403(4) Uani 1 1 d .
C2 C 0.2218(3) -0.1055(2) 0.63334(14) 0.0413(5) Uani 1 1 d .
C3 C 0.3748(3) -0.1733(2) 0.56831(14) 0.0441(5) Uani 1 1 d .
H3 H 0.3627 -0.2183 0.5167 0.053 Uiso 1 1 calc R
C8 C 0.7090(3) -0.2445(2) 0.50283(16) 0.0559(6) Uani 1 1 d .
H8A H 0.6785 -0.3013 0.4631 0.084 Uiso 1 1 calc R
H8B H 0.8026 -0.3026 0.5383 0.084 Uiso 1 1 calc R
H8C H 0.7499 -0.1730 0.4595 0.084 Uiso 1 1 calc R
C7 C 0.0368(3) -0.1019(3) 0.62187(18) 0.0584(6) Uani 1 1 d .
H7A H -0.0245 -0.1333 0.6850 0.088 Uiso 1 1 calc R
H7B H 0.0474 -0.1627 0.5716 0.088 Uiso 1 1 calc R
H7C H -0.0300 -0.0076 0.6018 0.088 Uiso 1 1 calc R
C13 C 0.4352(2) 0.18140(19) 0.76953(12) 0.0346(4) Uani 1 1 d .
C18 C 0.5910(3) 0.2076(2) 0.71477(13) 0.0401(4) Uani 1 1 d .
H18 H 0.6943 0.1321 0.7011 0.048 Uiso 1 1 calc R
C14 C 0.2803(2) 0.2958(2) 0.78567(13) 0.0396(4) Uani 1 1 d .
C17 C 0.5973(3) 0.3421(2) 0.68002(14) 0.0476(5) Uani 1 1 d .
C16 C 0.4403(3) 0.4525(2) 0.69834(15) 0.0537(6) Uani 1 1 d .
H16 H 0.4424 0.5434 0.6752 0.064 Uiso 1 1 calc R
C15 C 0.2801(3) 0.4325(2) 0.74981(15) 0.0504(5) Uani 1 1 d .
C20 C 0.7715(4) 0.3672(3) 0.6263(2) 0.0743(8) Uani 1 1 d .
H20A H 0.8683 0.2810 0.6297 0.112 Uiso 1 1 calc R
H20B H 0.7935 0.4371 0.6580 0.112 Uiso 1 1 calc R
H20C H 0.7635 0.3992 0.5571 0.112 Uiso 1 1 calc R
C19 C 0.1116(4) 0.5545(3) 0.7679(2) 0.0776(8) Uani 1 1 d .
H19A H 0.1396 0.6410 0.7463 0.116 Uiso 1 1 calc R
H19B H 0.0615 0.5529 0.8385 0.116 Uiso 1 1 calc R
H19C H 0.0262 0.5477 0.7306 0.116 Uiso 1 1 calc R
C10 C 0.5865(2) -0.04971(18) 0.85847(12) 0.0305(4) Uani 1 1 d .
C12 C 0.7162(2) -0.0135(2) 0.88710(13) 0.0369(4) Uani 1 1 d .
H12 H 0.7326 0.0749 0.8762 0.044 Uiso 1 1 calc R
C11 C 0.7558(2) -0.2366(2) 0.93711(14) 0.0413(4) Uani 1 1 d .
H11 H 0.8016 -0.3276 0.9657 0.050 Uiso 1 1 calc R
O4 O 0.41080(17) 0.61749(14) -0.08768(10) 0.0443(3) Uani 1 1 d .
O2 O 0.12586(17) 0.26535(15) 0.83682(11) 0.0515(4) Uani 1 1 d .
H2 H 0.0539 0.3361 0.8612 0.077 Uiso 1 1 calc R
O1 O 0.08278(16) 0.03167(16) 0.76987(11) 0.0510(4) Uani 1 1 d .
H1 H 0.0984 0.0949 0.7948 0.077 Uiso 1 1 calc R
O3 O 0.17018(18) 0.81088(14) -0.01397(11) 0.0506(4) Uani 1 1 d .
O6 O 0.15459(19) 0.57395(15) 0.02508(12) 0.0585(4) Uani 1 1 d .
O5 O 0.3636(2) 0.65278(15) 0.08817(11) 0.0563(4) Uani 1 1 d .
H5A H 0.4356 0.5740 0.0941 0.084 Uiso 1 1 calc R
N1 N 0.6150(2) -0.19025(17) 0.89114(11) 0.0363(4) Uani 1 1 d .
N2 N 0.8194(2) -0.13143(17) 0.93521(12) 0.0403(4) Uani 1 1 d .
H1A H 0.553(3) -0.242(2) 0.8850(16) 0.055(6) Uiso 1 1 d .
H2A H 0.917(3) -0.136(2) 0.9532(16) 0.059(7) 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
O3 S1 O6 113.64(8)
O3 S1 O4 113.00(8)
O6 S1 O4 112.44(8)
O3 S1 O5 103.31(8)
O6 S1 O5 107.58(9)
O4 S1 O5 105.98(8)
C10 C9 C13 112.10(14)
C10 C9 C6 112.61(14)
C13 C9 C6 110.95(13)
C5 C6 C1 118.51(16)
C5 C6 C9 120.93(15)
C1 C6 C9 120.47(16)
C4 C5 C6 122.50(17)
O1 C1 C2 116.05(16)
O1 C1 C6 123.41(16)
C2 C1 C6 120.53(17)
C5 C4 C3 117.27(17)
C5 C4 C8 121.51(17)
C3 C4 C8 121.21(18)
C3 C2 C1 118.86(17)
C3 C2 C7 121.75(18)
C1 C2 C7 119.39(18)
C2 C3 C4 122.24(18)
C18 C13 C14 117.75(17)
C18 C13 C9 122.05(16)
C14 C13 C9 120.16(16)
C17 C18 C13 122.29(19)
O2 C14 C13 116.26(17)
O2 C14 C15 122.05(17)
C13 C14 C15 121.66(18)
C18 C17 C16 117.82(19)
C18 C17 C20 120.7(2)
C16 C17 C20 121.4(2)
C17 C16 C15 122.5(2)
C16 C15 C14 117.97(19)
C16 C15 C19 121.1(2)
C14 C15 C19 120.9(2)
C12 C10 N1 105.61(15)
C12 C10 C9 132.86(16)
N1 C10 C9 121.43(15)
C10 C12 N2 107.36(16)
N2 C11 N1 107.94(17)
C11 N1 C10 109.74(16)
C11 N2 C12 109.34(16)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
S1 O3 1.4389(14)
S1 O6 1.4406(14)
S1 O4 1.4567(14)
S1 O5 1.5583(14)
C9 C10 1.507(2)
C9 C13 1.525(2)
C9 C6 1.526(2)
C6 C5 1.386(2)
C6 C1 1.397(2)
C5 C4 1.386(3)
C1 O1 1.374(2)
C1 C2 1.389(3)
C4 C3 1.389(3)
C4 C8 1.509(3)
C2 C3 1.386(3)
C2 C7 1.510(3)
C13 C18 1.393(2)
C13 C14 1.394(3)
C18 C17 1.384(3)
C14 O2 1.387(2)
C14 C15 1.393(3)
C17 C16 1.384(3)
C17 C20 1.511(3)
C16 C15 1.385(3)
C15 C19 1.504(3)
C10 C12 1.352(2)
C10 N1 1.381(2)
C12 N2 1.374(2)
C11 N2 1.314(2)
C11 N1 1.324(2)
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 30661525
