#------------------------------------------------------------------------------
#$Date: 2022-07-23 03:04:08 +0300 (Sat, 23 Jul 2022) $
#$Revision: 276831 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/71/07/7710712.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_7710712
loop_
_publ_author_name
'Wang, Zhen-Feng'
'Nai, Xiao-Ling'
'Xu, Yue'
'Pan, Feng-Hua'
'Tang, Fu-Shun'
'Qin, Qi-Pin'
'Yang, Lin'
'Zhang, Shu-Hua'
_publ_section_title
;
 Cell nucleus localization and high anticancer activity of
 quinoline-benzopyran rhodium(III) metal complexes as therapeutic and
 fluorescence imaging agents.
;
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_paper_doi               10.1039/d2dt01929a
_journal_year                    2022
_chemical_formula_moiety         'C16 H15 Cl4 N2 O2 Rh S'
_chemical_formula_sum            'C16 H15 Cl4 N2 O2 Rh S'
_chemical_formula_weight         544.07
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     iterative
_audit_creation_date             2019-05-16
_audit_creation_method
;
Olex2 1.2
(compiled 2017.08.10 svn.r3458 for OlexSys, GUI svn.r5381)
;
_audit_update_record
;
2022-07-04 deposited with the CCDC.	2022-07-08 downloaded from the CCDC.
;
_cell_angle_alpha                78.253(3)
_cell_angle_beta                 84.796(3)
_cell_angle_gamma                86.950(3)
_cell_formula_units_Z            2
_cell_length_a                   8.0657(7)
_cell_length_b                   8.5631(7)
_cell_length_c                   14.3996(12)
_cell_measurement_reflns_used    7108
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      25.869
_cell_measurement_theta_min      3.024
_cell_volume                     969.08(14)
_computing_cell_refinement       'SAINT V8.38A (?, 2016)'
_computing_data_reduction        'SAINT V8.38A (?, 2016)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL (Sheldrick, 2008)'
_computing_structure_solution
;
Superflip (Palatinus & Chapuis, 2007;Palatinus & van der Lee, 2008;
Palatinus et al., 2012)
;
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0484
_diffrn_reflns_av_unetI/netI     0.0506
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            20866
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.597
_diffrn_reflns_theta_min         3.024
_exptl_absorpt_coefficient_mu    1.554
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.6836
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.0653 before and 0.0523 after correction.
The Ratio of minimum to maximum transmission is 0.9168.
The λ/2 correction factor is Not present.
;
_exptl_crystal_colour            red
_exptl_crystal_density_diffrn    1.865
_exptl_crystal_description       block
_exptl_crystal_F_000             540
_exptl_crystal_size_max          0.37
_exptl_crystal_size_mid          0.28
_exptl_crystal_size_min          0.14
_refine_diff_density_max         0.453
_refine_diff_density_min         -0.612
_refine_diff_density_rms         0.144
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.070
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     240
_refine_ls_number_reflns         4486
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.070
_refine_ls_R_factor_all          0.0625
_refine_ls_R_factor_gt           0.0349
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0400P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0752
_refine_ls_wR_factor_ref         0.0821
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3366
_reflns_number_total             4486
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d2dt01929a2.cif
_cod_data_source_block           222
_cod_database_code               7710712
_shelx_shelxl_version_number     2016/6
_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_shelx_estimated_absorpt_t_max   0.812
_shelx_estimated_absorpt_t_min   0.597
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C3(H3), C4(H4), C1(H1), C8(H8), C2(H2A), C12(H12), C14(H14), C11(H11)
2.b Idealised Me refined as rotating group:
 C15(H15A,H15B,H15C), C16(H16A,H16B,H16C)
;
_olex2_submission_special_instructions 'No special instructions were received'
loop_
_space_group_symop_operation_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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Rh1 Rh 0.75080(3) 0.12139(3) 0.17886(2) 0.02324(9) Uani 1 1 d . . . . .
S1 S 0.53469(10) -0.04095(9) 0.23128(6) 0.02859(19) Uani 1 1 d . . . . .
Cl4 Cl 0.7409(2) 0.85379(14) 0.57084(9) 0.0939(5) Uani 1 1 d . . . . .
O2 O 0.5179(3) -0.0923(3) 0.33536(16) 0.0400(6) Uani 1 1 d . . . . .
N1 N 0.9538(3) 0.2660(3) 0.13681(18) 0.0246(6) Uani 1 1 d . . . . .
N2 N 0.7885(4) 0.1245(3) 0.31518(19) 0.0325(7) Uani 1 1 d . . . . .
H2 H 0.734(4) 0.069(4) 0.356(2) 0.039 Uiso 1 1 d R . . . .
O1 O 0.7733(3) 0.2575(3) 0.43284(16) 0.0421(6) Uani 1 1 d . . . . .
C3 C 1.2177(4) 0.4602(4) 0.0662(3) 0.0373(9) Uani 1 1 d . . . . .
H3 H 1.304454 0.527786 0.041526 0.045 Uiso 1 1 calc R . . . .
C5 C 1.0006(4) 0.3699(4) 0.1884(2) 0.0270(7) Uani 1 1 d . . . . .
C6 C 0.9124(4) 0.3825(4) 0.2818(2) 0.0274(7) Uani 1 1 d . . . . .
C7 C 0.8224(4) 0.2504(4) 0.3416(2) 0.0300(8) Uani 1 1 d . . . . .
C4 C 1.1356(4) 0.4657(4) 0.1535(2) 0.0343(8) Uani 1 1 d . . . . .
H4 H 1.170637 0.534193 0.189736 0.041 Uiso 1 1 calc R . . . .
C1 C 1.0390(4) 0.2570(4) 0.0539(2) 0.0311(8) Uani 1 1 d . . . . .
H1 H 1.008895 0.182428 0.020262 0.037 Uiso 1 1 calc R . . . .
C10 C 0.7709(4) 0.3988(4) 0.4650(2) 0.0345(8) Uani 1 1 d . . . . .
C8 C 0.9166(4) 0.5173(4) 0.3160(2) 0.0319(8) Uani 1 1 d . . . . .
H8 H 0.971348 0.604093 0.278639 0.038 Uiso 1 1 calc R . . . .
C2 C 1.1689(4) 0.3532(4) 0.0166(2) 0.0359(8) Uani 1 1 d . . . . .
H2A H 1.223383 0.345636 -0.042177 0.043 Uiso 1 1 calc R . . . .
C9 C 0.8400(4) 0.5322(4) 0.4076(2) 0.0321(8) Uani 1 1 d . . . . .
C12 C 0.6851(5) 0.5417(5) 0.5864(3) 0.0495(10) Uani 1 1 d . . . . .
H12 H 0.633540 0.546300 0.646317 0.059 Uiso 1 1 calc R . . . .
C15 C 0.5464(5) -0.2142(4) 0.1808(3) 0.0417(9) Uani 1 1 d . . . . .
H15A H 0.555997 -0.183403 0.112665 0.063 Uiso 1 1 calc GR . . . .
H15B H 0.447558 -0.273680 0.201245 0.063 Uiso 1 1 calc GR . . . .
H15C H 0.642148 -0.279313 0.201239 0.063 Uiso 1 1 calc GR . . . .
C14 C 0.8334(5) 0.6739(4) 0.4416(3) 0.0429(9) Uani 1 1 d . . . . .
H14 H 0.881871 0.764900 0.405120 0.051 Uiso 1 1 calc R . . . .
C16 C 0.3436(4) 0.0471(4) 0.1921(3) 0.0423(9) Uani 1 1 d . . . . .
H16A H 0.318724 0.142104 0.217174 0.063 Uiso 1 1 calc GR . . . .
H16B H 0.256353 -0.026885 0.214012 0.063 Uiso 1 1 calc GR . . . .
H16C H 0.351845 0.073892 0.123819 0.063 Uiso 1 1 calc GR . . . .
C13 C 0.7539(5) 0.6767(4) 0.5299(3) 0.0471(10) Uani 1 1 d . . . . .
C11 C 0.6929(5) 0.4002(5) 0.5542(3) 0.0467(10) Uani 1 1 d . . . . .
H11 H 0.646940 0.308543 0.591508 0.056 Uiso 1 1 calc R . . . .
Cl2 Cl 0.58144(10) 0.35311(10) 0.17760(6) 0.0376(2) Uani 1 1 d . . . . .
Cl3 Cl 0.93250(11) -0.10070(10) 0.18150(7) 0.0408(2) Uani 1 1 d . . . . .
Cl1 Cl 0.69125(11) 0.11807(11) 0.02365(6) 0.0411(2) Uani 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'
Cl Cl 0.1484 0.1585 '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'
Rh Rh -1.1178 0.9187 '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
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
S1 Rh1 Cl2 92.75(3) . . ?
S1 Rh1 Cl3 90.25(3) . . ?
S1 Rh1 Cl1 88.09(3) . . ?
N1 Rh1 S1 177.30(7) . . ?
N1 Rh1 Cl2 88.39(7) . . ?
N1 Rh1 Cl3 88.55(7) . . ?
N1 Rh1 Cl1 94.35(7) . . ?
N2 Rh1 S1 89.39(8) . . ?
N2 Rh1 N1 88.20(10) . . ?
N2 Rh1 Cl2 87.80(9) . . ?
N2 Rh1 Cl3 90.70(9) . . ?
N2 Rh1 Cl1 176.80(9) . . ?
Cl3 Rh1 Cl2 176.64(3) . . ?
Cl1 Rh1 Cl2 90.35(3) . . ?
Cl1 Rh1 Cl3 91.28(4) . . ?
O2 S1 Rh1 112.82(10) . . ?
O2 S1 C15 108.02(16) . . ?
O2 S1 C16 109.35(16) . . ?
C15 S1 Rh1 113.11(13) . . ?
C16 S1 Rh1 112.25(13) . . ?
C16 S1 C15 100.54(18) . . ?
C5 N1 Rh1 123.1(2) . . ?
C1 N1 Rh1 117.6(2) . . ?
C1 N1 C5 119.3(3) . . ?
Rh1 N2 H2 118(3) . . ?
C7 N2 Rh1 122.4(2) . . ?
C7 N2 H2 110(3) . . ?
C7 O1 C10 121.5(2) . . ?
C4 C3 H3 120.8 . . ?
C2 C3 H3 120.8 . . ?
C2 C3 C4 118.4(3) . . ?
N1 C5 C6 121.5(3) . . ?
N1 C5 C4 119.3(3) . . ?
C4 C5 C6 119.2(3) . . ?
C7 C6 C5 122.3(3) . . ?
C8 C6 C5 120.6(3) . . ?
C8 C6 C7 117.1(3) . . ?
N2 C7 O1 116.0(3) . . ?
N2 C7 C6 124.7(3) . . ?
O1 C7 C6 119.3(3) . . ?
C3 C4 C5 120.8(3) . . ?
C3 C4 H4 119.6 . . ?
C5 C4 H4 119.6 . . ?
N1 C1 H1 118.7 . . ?
N1 C1 C2 122.6(3) . . ?
C2 C1 H1 118.7 . . ?
O1 C10 C11 117.2(3) . . ?
C9 C10 O1 120.1(3) . . ?
C9 C10 C11 122.7(3) . . ?
C6 C8 H8 118.8 . . ?
C6 C8 C9 122.5(3) . . ?
C9 C8 H8 118.8 . . ?
C3 C2 C1 119.5(3) . . ?
C3 C2 H2A 120.2 . . ?
C1 C2 H2A 120.2 . . ?
C10 C9 C8 118.0(3) . . ?
C10 C9 C14 118.7(3) . . ?
C14 C9 C8 123.3(3) . . ?
C13 C12 H12 120.0 . . ?
C11 C12 H12 120.0 . . ?
C11 C12 C13 120.1(3) . . ?
S1 C15 H15A 109.5 . . ?
S1 C15 H15B 109.5 . . ?
S1 C15 H15C 109.5 . . ?
H15A C15 H15B 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
C9 C14 H14 120.6 . . ?
C13 C14 C9 118.9(3) . . ?
C13 C14 H14 120.6 . . ?
S1 C16 H16A 109.5 . . ?
S1 C16 H16B 109.5 . . ?
S1 C16 H16C 109.5 . . ?
H16A C16 H16B 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
C12 C13 Cl4 119.5(3) . . ?
C14 C13 Cl4 118.9(3) . . ?
C14 C13 C12 121.6(3) . . ?
C10 C11 H11 121.0 . . ?
C12 C11 C10 118.0(3) . . ?
C12 C11 H11 121.0 . . ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Rh1 S1 2.2655(8) . ?
Rh1 N1 2.077(2) . ?
Rh1 N2 2.019(3) . ?
Rh1 Cl2 2.3462(9) . ?
Rh1 Cl3 2.3346(9) . ?
Rh1 Cl1 2.3342(9) . ?
S1 O2 1.469(2) . ?
S1 C15 1.775(3) . ?
S1 C16 1.767(3) . ?
Cl4 C13 1.731(4) . ?
N1 C5 1.357(4) . ?
N1 C1 1.337(4) . ?
N2 H2 0.79(3) . ?
N2 C7 1.265(4) . ?
O1 C7 1.349(4) . ?
O1 C10 1.380(4) . ?
C3 H3 0.9300 . ?
C3 C4 1.376(5) . ?
C3 C2 1.364(5) . ?
C5 C6 1.485(4) . ?
C5 C4 1.392(4) . ?
C6 C7 1.458(4) . ?
C6 C8 1.347(4) . ?
C4 H4 0.9300 . ?
C1 H1 0.9300 . ?
C1 C2 1.369(4) . ?
C10 C9 1.377(4) . ?
C10 C11 1.381(5) . ?
C8 H8 0.9300 . ?
C8 C9 1.432(4) . ?
C2 H2A 0.9300 . ?
C9 C14 1.394(5) . ?
C12 H12 0.9300 . ?
C12 C13 1.382(5) . ?
C12 C11 1.379(5) . ?
C15 H15A 0.9600 . ?
C15 H15B 0.9600 . ?
C15 H15C 0.9600 . ?
C14 H14 0.9300 . ?
C14 C13 1.375(5) . ?
C16 H16A 0.9600 . ?
C16 H16B 0.9600 . ?
C16 H16C 0.9600 . ?
C11 H11 0.9300 . ?
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_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Rh1 N1 C5 C6 2.5(4) . . . . ?
Rh1 N1 C5 C4 -178.2(2) . . . . ?
Rh1 N1 C1 C2 176.1(2) . . . . ?
Rh1 N2 C7 O1 151.5(2) . . . . ?
Rh1 N2 C7 C6 -30.0(5) . . . . ?
N1 C5 C6 C7 25.7(5) . . . . ?
N1 C5 C6 C8 -156.1(3) . . . . ?
N1 C5 C4 C3 2.4(5) . . . . ?
N1 C1 C2 C3 1.8(5) . . . . ?
O1 C10 C9 C8 -1.5(5) . . . . ?
O1 C10 C9 C14 179.0(3) . . . . ?
O1 C10 C11 C12 -178.2(3) . . . . ?
C5 N1 C1 C2 -2.6(5) . . . . ?
C5 C6 C7 N2 -11.4(5) . . . . ?
C5 C6 C7 O1 167.0(3) . . . . ?
C5 C6 C8 C9 -177.0(3) . . . . ?
C6 C5 C4 C3 -178.3(3) . . . . ?
C6 C8 C9 C10 5.0(5) . . . . ?
C6 C8 C9 C14 -175.6(3) . . . . ?
C7 O1 C10 C9 -8.7(5) . . . . ?
C7 O1 C10 C11 169.3(3) . . . . ?
C7 C6 C8 C9 1.3(5) . . . . ?
C4 C3 C2 C1 1.1(5) . . . . ?
C4 C5 C6 C7 -153.6(3) . . . . ?
C4 C5 C6 C8 24.6(5) . . . . ?
C1 N1 C5 C6 -178.8(3) . . . . ?
C1 N1 C5 C4 0.5(4) . . . . ?
C10 O1 C7 N2 -166.3(3) . . . . ?
C10 O1 C7 C6 15.2(5) . . . . ?
C10 C9 C14 C13 -1.9(5) . . . . ?
C8 C6 C7 N2 170.3(3) . . . . ?
C8 C6 C7 O1 -11.2(5) . . . . ?
C8 C9 C14 C13 178.7(3) . . . . ?
C2 C3 C4 C5 -3.1(5) . . . . ?
C9 C10 C11 C12 -0.2(6) . . . . ?
C9 C14 C13 Cl4 -178.4(3) . . . . ?
C9 C14 C13 C12 1.9(6) . . . . ?
C13 C12 C11 C10 0.1(6) . . . . ?
C11 C10 C9 C8 -179.5(3) . . . . ?
C11 C10 C9 C14 1.0(6) . . . . ?
C11 C12 C13 Cl4 179.3(3) . . . . ?
C11 C12 C13 C14 -1.0(6) . . . . ?
