#------------------------------------------------------------------------------
#$Date: 2025-08-21 00:40:30 +0200 (Thu 21 de Aug de 2025) $
#$Revision: 301839 $
#$URL: svn://www.crystallography.net/cod/cif/4/33/86/4338660.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_4338660
loop_
_publ_author_name
'Huang, Wei'
'Song, Chunxia'
'He, Cheng'
'Lv, Guojun'
'Hu, Xiaoyue'
'Zhu, Xiang'
'Duan, Chunying'
_publ_section_title
;
 Recognition Preference of Rhodamine-Thiospirolactams for Mercury(II) in
 Aqueous Solution
;
_journal_coden_ASTM              INOCAJ
_journal_issue                   12
_journal_name_full               'Inorganic Chemistry'
_journal_page_first              5061
_journal_page_last               5072
_journal_paper_doi               10.1021/ic8015657
_journal_volume                  48
_journal_year                    2009
_chemical_formula_sum            'C35 H36 N4 O S'
_chemical_formula_weight         560.74
_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                 115.876(6)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   15.7859(17)
_cell_length_b                   12.2286(13)
_cell_length_c                   17.5369(18)
_cell_measurement_temperature    273(2)
_cell_volume                     3045.9(6)
_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  'Bruker SHELXTL'
_computing_structure_solution    'Bruker SHELXTL'
_diffrn_ambient_temperature      273(2)
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_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  0.0372
_diffrn_reflns_av_sigmaI/netI    0.0421
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            15771
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         25.00
_diffrn_reflns_theta_min         2.11
_exptl_absorpt_coefficient_mu    0.140
_exptl_absorpt_correction_T_max  0.9752
_exptl_absorpt_correction_T_min  0.9618
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.223
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1192
_exptl_crystal_size_max          0.28
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.18
_refine_diff_density_max         0.462
_refine_diff_density_min         -0.293
_refine_diff_density_rms         0.037
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.069
_refine_ls_hydrogen_treatment    'riding mode'
_refine_ls_matrix_type           full
_refine_ls_number_parameters     370
_refine_ls_number_reflns         5373
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.069
_refine_ls_R_factor_all          0.0892
_refine_ls_R_factor_gt           0.0512
_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)+(0.0679P)²+0.2928P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1300
_refine_ls_wR_factor_ref         0.1460
_reflns_number_gt                3410
_reflns_number_total             5373
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ic8015657_si_001.cif
_cod_data_source_block           1
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to
/usr/data/users/saulius/automatic-downloads/retrospective/ACS/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 from 2011-04-26.

Automatic conversion script
Id: cif_fix_values 2281 2013-09-26 08:29:07Z andrius 
;
_cod_original_sg_symbol_H-M      P2(1)/c
_cod_database_code               4338660
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
S1 S 0.34390(4) 0.18239(5) 0.18114(4) 0.0561(2) Uani 1 1 d .
O1 O 0.56210(11) 0.35334(13) 0.35601(11) 0.0552(4) Uani 1 1 d .
N4 N 0.80103(16) 0.1027(2) 0.37959(16) 0.0792(7) Uani 1 1 d .
N3 N 0.37525(15) 0.61522(17) 0.41405(14) 0.0646(6) Uani 1 1 d .
N1 N 0.18755(15) 0.05503(19) 0.12093(14) 0.0715(7) Uani 1 1 d .
N2 N 0.17500(16) 0.1082(2) 0.04576(15) 0.0770(7) Uani 1 1 d .
C15 C 0.1207(2) 0.2113(3) -0.1154(2) 0.0801(9) Uani 1 1 d .
H15A H 0.1604 0.2509 -0.0680 0.096 Uiso 1 1 calc R
C14 C 0.0955(2) 0.2534(3) -0.1946(2) 0.0935(10) Uani 1 1 d .
H14A H 0.1168 0.3223 -0.2007 0.112 Uiso 1 1 calc R
C13 C 0.0388(3) 0.1940(4) -0.2651(2) 0.1075(13) Uani 1 1 d .
H13A H 0.0227 0.2221 -0.3190 0.129 Uiso 1 1 calc R
C12 C 0.0063(2) 0.0944(4) -0.2560(2) 0.1087(13) Uani 1 1 d .
H12A H -0.0320 0.0544 -0.3038 0.130 Uiso 1 1 calc R
C11 C 0.0300(2) 0.0517(3) -0.1759(2) 0.0883(10) Uani 1 1 d .
H11A H 0.0069 -0.0162 -0.1701 0.106 Uiso 1 1 calc R
C10 C 0.08766(17) 0.1102(3) -0.10508(17) 0.0655(8) Uani 1 1 d .
C9 C 0.11342(18) 0.0639(2) -0.02060(18) 0.0689(8) Uani 1 1 d .
H9A H 0.0838 0.0004 -0.0157 0.083 Uiso 1 1 calc R
C8 C 0.26240(16) 0.0887(2) 0.18437(16) 0.0552(7) Uani 1 1 d .
C7 C 0.28767(16) 0.05185(19) 0.27088(15) 0.0493(6) Uani 1 1 d .
C6 C 0.23588(17) -0.0215(2) 0.29435(17) 0.0609(7) Uani 1 1 d .
H6A H 0.1824 -0.0548 0.2534 0.073 Uiso 1 1 calc R
C5 C 0.26476(19) -0.0438(2) 0.37870(19) 0.0650(7) Uani 1 1 d .
H5A H 0.2298 -0.0913 0.3952 0.078 Uiso 1 1 calc R
C4 C 0.3453(2) 0.0036(2) 0.43922(17) 0.0657(7) Uani 1 1 d .
H4A H 0.3646 -0.0128 0.4962 0.079 Uiso 1 1 calc R
C3 C 0.39729(18) 0.0749(2) 0.41610(16) 0.0573(7) Uani 1 1 d .
H3A H 0.4521 0.1059 0.4571 0.069 Uiso 1 1 calc R
C2 C 0.36748(16) 0.10035(18) 0.33140(15) 0.0466(6) Uani 1 1 d .
C1 C 0.41512(15) 0.18663(18) 0.30047(14) 0.0452(6) Uani 1 1 d .
C16 C 0.40565(15) 0.29887(18) 0.33216(14) 0.0457(6) Uani 1 1 d .
C17 C 0.32484(18) 0.3319(2) 0.33773(18) 0.0621(7) Uani 1 1 d .
H17A H 0.2754 0.2824 0.3228 0.075 Uiso 1 1 calc R
C18 C 0.31425(18) 0.4339(2) 0.36412(18) 0.0673(8) Uani 1 1 d .
H18A H 0.2584 0.4517 0.3669 0.081 Uiso 1 1 calc R
C19 C 0.38612(17) 0.5127(2) 0.38714(15) 0.0531(6) Uani 1 1 d .
C20 C 0.46819(16) 0.48049(19) 0.38208(14) 0.0486(6) Uani 1 1 d .
H20A H 0.5177 0.5297 0.3962 0.058 Uiso 1 1 calc R
C21 C 0.47647(15) 0.37570(18) 0.35611(14) 0.0440(6) Uani 1 1 d .
C22 C 0.4489(2) 0.6965(2) 0.43778(16) 0.0620(7) Uani 1 1 d .
H22A H 0.5092 0.6602 0.4676 0.074 Uiso 1 1 calc R
H22B H 0.4418 0.7474 0.4770 0.074 Uiso 1 1 calc R
C23 C 0.4505(2) 0.7602(2) 0.36499(18) 0.0740(8) Uani 1 1 d .
H23A H 0.5013 0.8120 0.3862 0.111 Uiso 1 1 calc R
H23B H 0.3919 0.7983 0.3359 0.111 Uiso 1 1 calc R
H23C H 0.4594 0.7109 0.3265 0.111 Uiso 1 1 calc R
C24 C 0.2874(2) 0.6458(2) 0.4181(2) 0.0852(10) Uani 1 1 d .
H24A H 0.2986 0.7098 0.4539 0.102 Uiso 1 1 calc R
H24B H 0.2681 0.5866 0.4439 0.102 Uiso 1 1 calc R
C25 C 0.2109(3) 0.6696(3) 0.3339(3) 0.1109(13) Uani 1 1 d .
H25A H 0.1550 0.6891 0.3397 0.166 Uiso 1 1 calc R
H25B H 0.1986 0.6060 0.2986 0.166 Uiso 1 1 calc R
H25C H 0.2291 0.7292 0.3087 0.166 Uiso 1 1 calc R
C26 C 0.51689(15) 0.16324(18) 0.32347(13) 0.0434(5) Uani 1 1 d .
C27 C 0.58335(16) 0.24552(19) 0.34918(14) 0.0453(6) Uani 1 1 d .
C28 C 0.67651(17) 0.2265(2) 0.36887(15) 0.0550(6) Uani 1 1 d .
H28A H 0.7189 0.2844 0.3867 0.066 Uiso 1 1 calc R
C29 C 0.70858(17) 0.1223(2) 0.36260(15) 0.0569(7) Uani 1 1 d .
C30 C 0.64134(17) 0.0380(2) 0.33647(15) 0.0557(7) Uani 1 1 d .
H30A H 0.6597 -0.0331 0.3321 0.067 Uiso 1 1 calc R
C31 C 0.54952(17) 0.0594(2) 0.31742(14) 0.0510(6) Uani 1 1 d .
H31A H 0.5067 0.0019 0.2995 0.061 Uiso 1 1 calc R
C32 C 0.8716(2) 0.1978(3) 0.4001(3) 0.1114(14) Uani 1 1 d .
H32A H 0.9224 0.1777 0.3858 0.134 Uiso 1 1 calc R
H32B H 0.8404 0.2619 0.3674 0.134 Uiso 1 1 calc R
C33 C 0.9077(3) 0.2205(4) 0.4875(3) 0.1510(19) Uani 1 1 d .
H33A H 0.9520 0.2797 0.5017 0.226 Uiso 1 1 calc R
H33B H 0.9387 0.1567 0.5194 0.226 Uiso 1 1 calc R
H33C H 0.8570 0.2407 0.5010 0.226 Uiso 1 1 calc R
C34 C 0.8356(2) -0.0067(3) 0.3786(2) 0.0868(10) Uani 1 1 d .
H34A H 0.8944 -0.0015 0.3738 0.104 Uiso 1 1 calc R
H34B H 0.7907 -0.0445 0.3287 0.104 Uiso 1 1 calc R
C35 C 0.8518(3) -0.0740(3) 0.4553(3) 0.1207(14) Uani 1 1 d .
H35A H 0.8745 -0.1450 0.4500 0.181 Uiso 1 1 calc R
H35B H 0.7937 -0.0815 0.4599 0.181 Uiso 1 1 calc R
H35C H 0.8975 -0.0384 0.5051 0.181 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
C8 S1 C1 94.17(11)
C27 O1 C21 117.73(18)
C29 N4 C34 121.8(2)
C29 N4 C32 120.7(2)
C34 N4 C32 117.5(2)
C19 N3 C22 121.3(2)
C19 N3 C24 120.7(2)
C22 N3 C24 118.0(2)
C8 N1 N2 111.3(2)
C9 N2 N1 113.7(2)
C14 C15 C10 120.7(3)
C15 C14 C13 120.1(4)
C12 C13 C14 119.9(4)
C13 C12 C11 120.5(4)
C10 C11 C12 119.8(4)
C11 C10 C15 119.0(3)
C11 C10 C9 119.5(3)
C15 C10 C9 121.5(3)
N2 C9 C10 121.7(3)
N1 C8 C7 122.0(2)
N1 C8 S1 126.5(2)
C7 C8 S1 111.45(16)
C2 C7 C6 120.5(2)
C2 C7 C8 114.2(2)
C6 C7 C8 125.2(2)
C5 C6 C7 119.1(2)
C6 C5 C4 120.5(3)
C3 C4 C5 120.6(3)
C4 C3 C2 119.5(2)
C7 C2 C3 119.9(2)
C7 C2 C1 116.8(2)
C3 C2 C1 123.2(2)
C26 C1 C16 109.85(18)
C26 C1 C2 114.06(18)
C16 C1 C2 110.72(19)
C26 C1 S1 109.92(15)
C16 C1 S1 108.93(15)
C2 C1 S1 103.10(14)
C21 C16 C17 115.5(2)
C21 C16 C1 122.2(2)
C17 C16 C1 122.2(2)
C18 C17 C16 123.0(2)
C17 C18 C19 121.3(2)
N3 C19 C20 122.5(2)
N3 C19 C18 121.1(2)
C20 C19 C18 116.4(2)
C21 C20 C19 120.4(2)
C16 C21 O1 122.0(2)
C16 C21 C20 123.4(2)
O1 C21 C20 114.6(2)
N3 C22 C23 114.9(2)
N3 C24 C25 112.4(3)
C27 C26 C31 115.9(2)
C27 C26 C1 121.3(2)
C31 C26 C1 122.7(2)
C28 C27 O1 114.4(2)
C28 C27 C26 122.4(2)
O1 C27 C26 123.1(2)
C27 C28 C29 121.3(2)
N4 C29 C28 121.9(2)
N4 C29 C30 121.5(2)
C28 C29 C30 116.6(2)
C31 C30 C29 120.7(2)
C30 C31 C26 123.1(2)
C33 C32 N4 108.1(4)
N4 C34 C35 114.4(3)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
S1 C8 1.742(3)
S1 C1 1.895(2)
O1 C27 1.379(3)
O1 C21 1.380(3)
N4 C29 1.377(3)
N4 C34 1.449(4)
N4 C32 1.540(4)
N3 C19 1.377(3)
N3 C22 1.446(3)
N3 C24 1.468(4)
N1 C8 1.287(3)
N1 N2 1.404(3)
N2 C9 1.267(3)
C15 C14 1.368(4)
C15 C10 1.384(4)
C14 C13 1.376(5)
C13 C12 1.358(5)
C12 C11 1.388(5)
C11 C10 1.377(4)
C10 C9 1.468(4)
C8 C7 1.461(3)
C7 C2 1.378(3)
C7 C6 1.391(3)
C6 C5 1.372(3)
C5 C4 1.379(4)
C4 C3 1.374(3)
C3 C2 1.384(3)
C2 C1 1.526(3)
C1 C26 1.503(3)
C1 C16 1.513(3)
C16 C21 1.378(3)
C16 C17 1.382(3)
C17 C18 1.366(3)
C18 C19 1.406(3)
C19 C20 1.393(3)
C20 C21 1.385(3)
C22 C23 1.505(4)
C24 C25 1.472(5)
C26 C27 1.380(3)
C26 C31 1.392(3)
C27 C28 1.376(3)
C28 C29 1.394(3)
C29 C30 1.405(3)
C30 C31 1.363(3)
C32 C33 1.411(5)
C34 C35 1.500(5)
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 139141243
