#------------------------------------------------------------------------------
#$Date: 2025-08-21 03:19:08 +0300 (Thu, 21 Aug 2025) $
#$Revision: 301842 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/50/70/4507082.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_4507082
loop_
_publ_author_name
'Nath, Bhaskar'
'Baruah, Jubaraj B.'
_publ_section_title
;
 Quasi-Isostructural Solvates of
 Bis(4-hydroxy-3,5-dimethylphenyl)(4-N,N-dimethylaminophenyl)methane
;
_journal_issue                   12
_journal_name_full               'Crystal Growth & Design'
_journal_page_first              6173
_journal_paper_doi               10.1021/cg3013427
_journal_volume                  12
_journal_year                    2012
_chemical_formula_sum            'C27 H35 N O3 S'
_chemical_formula_weight         453.62
_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_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 98.554(4)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   12.3211(8)
_cell_length_b                   11.3408(7)
_cell_length_c                   18.5015(12)
_cell_measurement_temperature    296(2)
_cell_volume                     2556.5(3)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      296(2)
_diffrn_measured_fraction_theta_full 0.980
_diffrn_measured_fraction_theta_max 0.980
_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  0.0537
_diffrn_reflns_av_sigmaI/netI    0.0954
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            26993
_diffrn_reflns_theta_full        25.25
_diffrn_reflns_theta_max         25.25
_diffrn_reflns_theta_min         1.67
_exptl_absorpt_coefficient_mu    0.154
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            red
_exptl_crystal_density_diffrn    1.179
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             976
_exptl_crystal_size_max          0.33
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.16
_refine_diff_density_max         1.012
_refine_diff_density_min         -1.161
_refine_diff_density_rms         0.070
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.100
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     299
_refine_ls_number_reflns         4540
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.106
_refine_ls_R_factor_all          0.2186
_refine_ls_R_factor_gt           0.1104
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0110P)²+10.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2039
_refine_ls_wR_factor_ref         0.2361
_reflns_number_gt                2038
_reflns_number_total             4540
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            cg3013427_si_006.cif
_cod_data_source_block           123
_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.

Automatic conversion script
Id: cif_fix_values 1891 2012-01-12 08:04:46Z andrius 
;
_cod_original_sg_symbol_H-M      P21/c
_cod_database_code               4507082
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
C9 C 0.9500(4) 0.2355(5) 0.9550(3) 0.0490(16) Uani 1 1 d .
H9 H 0.9396 0.1567 0.9332 0.059 Uiso 1 1 calc R
C6 C 0.7876(5) 0.3426(5) 1.1045(3) 0.0472(15) Uani 1 1 d .
C4 C 0.8628(5) 0.2486(5) 1.0043(3) 0.0504(16) Uani 1 1 d .
C5 C 0.8723(5) 0.3239(5) 1.0641(3) 0.0501(16) Uani 1 1 d .
H5 H 0.9382 0.3635 1.0776 0.060 Uiso 1 1 calc R
C2 C 0.6771(5) 0.2036(6) 1.0261(4) 0.0579(18) Uani 1 1 d .
C1 C 0.6897(5) 0.2829(6) 1.0833(3) 0.0573(17) Uani 1 1 d .
C3 C 0.7642(5) 0.1876(6) 0.9880(3) 0.0570(17) Uani 1 1 d .
H3 H 0.7566 0.1338 0.9497 0.068 Uiso 1 1 calc R
C7 C 0.8008(5) 0.4262(6) 1.1688(3) 0.068(2) Uani 1 1 d .
H7A H 0.7452 0.4861 1.1609 0.103 Uiso 1 1 calc R
H7B H 0.8719 0.4624 1.1738 0.103 Uiso 1 1 calc R
H7C H 0.7935 0.3834 1.2126 0.103 Uiso 1 1 calc R
C8 C 0.5724(6) 0.1315(8) 1.0059(5) 0.105(3) Uani 1 1 d .
H8A H 0.5527 0.0954 1.0490 0.158 Uiso 1 1 calc R
H8B H 0.5845 0.0714 0.9714 0.158 Uiso 1 1 calc R
H8C H 0.5140 0.1824 0.9845 0.158 Uiso 1 1 calc R
C14 C 0.9140(5) 0.3641(6) 0.7626(3) 0.0581(17) Uani 1 1 d .
H14 H 0.9206 0.3368 0.7161 0.070 Uiso 1 1 calc R
C13 C 0.8812(5) 0.4811(6) 0.7710(3) 0.0521(16) Uani 1 1 d .
C10 C 0.9295(4) 0.3222(5) 0.8914(3) 0.0479(15) Uani 1 1 d .
C11 C 0.8990(5) 0.4383(6) 0.9011(3) 0.0546(17) Uani 1 1 d .
H11 H 0.8937 0.4648 0.9481 0.066 Uiso 1 1 calc R
C15 C 0.9368(5) 0.2885(6) 0.8205(3) 0.0576(17) Uani 1 1 d .
H15 H 0.9580 0.2117 0.8119 0.069 Uiso 1 1 calc R
C12 C 0.8761(5) 0.5157(6) 0.8430(3) 0.0558(17) Uani 1 1 d .
H12 H 0.8568 0.5930 0.8521 0.067 Uiso 1 1 calc R
C16 C 0.8125(6) 0.6724(6) 0.7247(4) 0.086(2) Uani 1 1 d .
H16A H 0.7401 0.6625 0.7371 0.129 Uiso 1 1 calc R
H16B H 0.8085 0.7188 0.6810 0.129 Uiso 1 1 calc R
H16C H 0.8581 0.7117 0.7639 0.129 Uiso 1 1 calc R
C17 C 0.8369(7) 0.5132(7) 0.6396(4) 0.098(3) Uani 1 1 d .
H17A H 0.8986 0.4681 0.6292 0.147 Uiso 1 1 calc R
H17B H 0.8243 0.5778 0.6058 0.147 Uiso 1 1 calc R
H17C H 0.7729 0.4638 0.6347 0.147 Uiso 1 1 calc R
C18 C 1.0665(5) 0.2371(5) 0.9969(3) 0.0465(15) Uani 1 1 d .
C20 C 1.1988(5) 0.1518(5) 1.0939(3) 0.0497(16) Uani 1 1 d .
C19 C 1.0952(5) 0.1584(5) 1.0539(3) 0.0545(17) Uani 1 1 d .
H19 H 1.0416 0.1072 1.0658 0.065 Uiso 1 1 calc R
C21 C 1.2789(5) 0.2285(6) 1.0759(3) 0.0580(17) Uani 1 1 d .
C22 C 1.2555(5) 0.3078(6) 1.0186(4) 0.0613(18) Uani 1 1 d .
C23 C 1.1492(5) 0.3109(6) 0.9799(3) 0.0546(17) Uani 1 1 d .
H23 H 1.1333 0.3640 0.9415 0.066 Uiso 1 1 calc R
C25 C 1.2240(5) 0.0647(6) 1.1561(3) 0.0678(19) Uani 1 1 d .
H25A H 1.2849 0.0161 1.1481 0.102 Uiso 1 1 calc R
H25B H 1.1609 0.0159 1.1584 0.102 Uiso 1 1 calc R
H25C H 1.2421 0.1067 1.2013 0.102 Uiso 1 1 calc R
C24 C 1.3413(6) 0.3921(8) 0.9983(5) 0.117(4) Uani 1 1 d .
H24A H 1.3708 0.3617 0.9568 0.175 Uiso 1 1 calc R
H24B H 1.3992 0.4003 1.0388 0.175 Uiso 1 1 calc R
H24C H 1.3083 0.4676 0.9863 0.175 Uiso 1 1 calc R
O1 O 0.6069(4) 0.3062(5) 1.1243(3) 0.0788(15) Uani 1 1 d .
H1 H 0.5511 0.2709 1.1067 0.118 Uiso 1 1 calc R
O2 O 1.3845(3) 0.2284(5) 1.1140(3) 0.0894(17) Uani 1 1 d .
H2 H 1.3899 0.1770 1.1455 0.134 Uiso 1 1 calc R
N1 N 0.8588(5) 0.5579(5) 0.7126(3) 0.0714(17) Uani 1 1 d .
S1 S 0.5339(5) 0.1271(6) 0.2925(4) 0.342(5) Uani 1 1 d D
O3 O 0.4380(7) 0.1714(11) 0.2509(5) 0.253(6) Uani 1 1 d .
C27 C 0.6277(8) 0.2176(10) 0.3055(6) 0.165(5) Uani 1 1 d D
H27A H 0.6489 0.2290 0.3570 0.247 Uiso 1 1 calc R
H27B H 0.6033 0.2912 0.2831 0.247 Uiso 1 1 calc R
H27C H 0.6893 0.1890 0.2844 0.247 Uiso 1 1 calc R
C26 C 0.5598(14) 0.0127(15) 0.2913(17) 0.45(2) Uani 1 1 d .
H26A H 0.5513 -0.0144 0.2417 0.674 Uiso 1 1 calc R
H26B H 0.5121 -0.0315 0.3178 0.674 Uiso 1 1 calc R
H26C H 0.6345 0.0019 0.3138 0.674 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'
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
C4 C9 C10 110.5(5)
C4 C9 C18 112.9(5)
C10 C9 C18 114.8(5)
C5 C6 C1 117.8(6)
C5 C6 C7 121.3(5)
C1 C6 C7 121.0(6)
C5 C4 C3 116.4(6)
C5 C4 C9 123.8(5)
C3 C4 C9 119.6(5)
C6 C5 C4 122.9(5)
C3 C2 C1 118.1(6)
C3 C2 C8 119.8(6)
C1 C2 C8 122.1(6)
C2 C1 O1 122.5(6)
C2 C1 C6 121.8(6)
O1 C1 C6 115.7(6)
C2 C3 C4 123.0(6)
C15 C14 C13 122.4(6)
N1 C13 C12 122.3(6)
N1 C13 C14 122.5(6)
C12 C13 C14 115.1(6)
C15 C10 C11 116.3(6)
C15 C10 C9 121.8(6)
C11 C10 C9 122.0(6)
C12 C11 C10 121.9(6)
C14 C15 C10 122.4(6)
C11 C12 C13 121.9(6)
C19 C18 C23 116.5(5)
C19 C18 C9 119.5(5)
C23 C18 C9 123.9(5)
C19 C20 C21 118.1(6)
C19 C20 C25 120.8(6)
C21 C20 C25 121.1(5)
C20 C19 C18 123.6(6)
O2 C21 C22 117.5(6)
O2 C21 C20 121.6(6)
C22 C21 C20 120.9(5)
C21 C22 C23 118.7(6)
C21 C22 C24 121.7(6)
C23 C22 C24 119.6(6)
C18 C23 C22 122.2(6)
C13 N1 C17 120.1(6)
C13 N1 C16 118.8(6)
C17 N1 C16 116.1(6)
C26 S1 O3 121.5(12)
C26 S1 C27 118.3(11)
O3 S1 C27 113.5(7)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
C9 C4 1.517(8)
C9 C10 1.525(8)
C9 C18 1.527(7)
C6 C5 1.387(8)
C6 C1 1.388(8)
C6 C7 1.512(8)
C4 C5 1.389(8)
C4 C3 1.391(8)
C2 C3 1.380(8)
C2 C1 1.381(8)
C2 C8 1.527(8)
C1 O1 1.383(7)
C14 C15 1.368(8)
C14 C13 1.403(8)
C13 N1 1.383(8)
C13 C12 1.401(8)
C10 C15 1.382(8)
C10 C11 1.388(8)
C11 C12 1.384(8)
C16 N1 1.449(8)
C17 N1 1.431(8)
C18 C19 1.387(8)
C18 C23 1.391(8)
C20 C19 1.379(8)
C20 C21 1.392(8)
C20 C25 1.514(8)
C21 O2 1.385(7)
C21 C22 1.388(8)
C22 C23 1.396(8)
C22 C24 1.513(9)
S1 C26 1.337(15)
S1 O3 1.404(8)
S1 C27 1.537(9)
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 30652494
2 PubChem 139146305
