Effect of sulfonamidoethylenediamine substituents in Ru<sup>II</sup> arene anticancer catalysts on transfer hydrogenation of coenzyme NAD<sup>+</sup> by formate.
Chen, Feng; Soldevila-Barreda, Joan J; Romero-Canelón, Isolda; Coverdale, James P. C.; Song, Ji-Inn; Clarkson, Guy J.; Kasparkova, Jana; Habtemariam, Abraha; Brabec, Viktor; Wolny, Juliusz A.; Schünemann, Volker; Sadler, Peter J.; Dalton transactions (Cambridge, England : 2003) 47 (2018) 7178–7189; doi:10.1039/c8dt00438b

data_7701923
_publ_section_title
;
 Effect of sulfonamidoethylenediamine substituents in Ru<sup>II</sup>
 arene anticancer catalysts on transfer hydrogenation of coenzyme
 NAD<sup>+</sup> by formate.
;
_journal_issue                   21
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              7178
_journal_page_last               7189
_journal_paper_doi               10.1039/c8dt00438b
_journal_volume                  47
_journal_year                    2018
_chemical_formula_moiety         'C21 H31 Cl N2 O2 Ru S'
_chemical_formula_sum            'C21 H31 Cl N2 O2 Ru S'
_chemical_formula_weight         512.06
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_audit_creation_date             2015-12-09
_audit_creation_method
;
Olex2 1.2
(compiled 2015.09.30 svn.r3233 for OlexSys, GUI svn.r5103)
;
_audit_update_record
;
2017-08-29 deposited with the CCDC.
2018-04-12 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 102.1274(7)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   13.88136(9)
_cell_length_b                   10.43716(8)
_cell_length_c                   15.24599(11)
_cell_measurement_reflns_used    96595
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      37.5740
_cell_measurement_theta_min      2.8260
_cell_volume                     2159.57(3)
_computing_cell_refinement       'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      150(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.1417
_diffrn_detector_type            Ruby
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.978
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  t~exp~   \w     \q     \k     \f   Frames
  1  \w      0.00  89.00   1.00    5.00    --   30.04-129.00  69.41   89
  2  \w     -3.00 106.00   1.00    5.00    --   30.04  77.00 -60.00  109
  3  \w    -44.00  55.00   1.00    5.00    --   30.04 -38.00  60.00   99
  4  \w    -42.00  58.00   1.00    5.00    --   30.04 -57.00 -90.00  100
  5  \w      2.00 102.00   1.00    5.00    --   30.04  57.00-150.00  100
  6  \w      2.00 102.00   1.00    5.00    --   30.04  57.00 150.00  100
  7  \w     35.00 119.00   1.00    5.00    --   30.04 178.00 -60.00   84
  8  \w    -25.00  71.00   1.00    5.00    --   30.04 -99.00-180.00   96
  9  \w     -3.00 106.00   1.00    5.00    --   30.04  77.00  30.00  109
 10  \w    -90.00 -22.00   1.00    5.00    --  -31.13 129.00-169.20   68
 11  \w    -32.00  26.00   1.00    5.00    --    2.00  81.00-117.05   58
 12  \w     -3.00 106.00   1.00    5.00    --   30.04  77.00-120.00  109
 13  \w    -25.00  71.00   1.00    5.00    --   30.04 -99.00 -30.00   96
 14  \w   -105.00  -7.00   1.00    5.00    --  -31.13 -38.00 -90.00   98
 15  \w   -107.00   1.00   1.00    5.00    --  -31.13 -77.00  30.00  108
 16  \w   -120.00 -57.00   1.00    5.00    --  -31.13-178.00 -30.00   63
 17  \w    -56.00  43.00   1.00    5.00    --  -31.13  38.00   0.00   99
 18  \w      1.00  28.00   1.00    5.00    --  -31.13-131.00-158.17   27
 19  \w    -58.00 118.00   1.00    5.00    --   30.04   0.00-150.00  176
 20  \w    -58.00 118.00   1.00    5.00    --   30.04   0.00-120.00  176
 21  \w    -58.00 118.00   1.00    5.00    --   30.04   0.00 -90.00  176
 22  \w    -58.00  32.00   1.00    5.00    --   30.04   0.00 -60.00   90
 23  \w    -58.00 118.00   1.00    5.00    --   30.04   0.00-180.00  176
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Ruby, Gemini'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0261556000
_diffrn_orient_matrix_UB_12      0.0339654000
_diffrn_orient_matrix_UB_13      -0.0278957000
_diffrn_orient_matrix_UB_21      -0.0451183000
_diffrn_orient_matrix_UB_22      0.0153867000
_diffrn_orient_matrix_UB_23      -0.0296058000
_diffrn_orient_matrix_UB_31      -0.0034056000
_diffrn_orient_matrix_UB_32      0.0568094000
_diffrn_orient_matrix_UB_33      0.0246979000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0386
_diffrn_reflns_av_unetI/netI     0.0140
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.978
_diffrn_reflns_limit_h_max       23
_diffrn_reflns_limit_h_min       -23
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_number            201186
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.978
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         37.776
_diffrn_reflns_theta_min         2.658
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    0.966
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.70178
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.38.41 (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            orange
_exptl_crystal_colour_primary    orange
_exptl_crystal_density_diffrn    1.575
_exptl_crystal_description       block
_exptl_crystal_F_000             1056
_exptl_crystal_size_max          0.6
_exptl_crystal_size_mid          0.4
_exptl_crystal_size_min          0.06
_refine_diff_density_max         1.201
_refine_diff_density_min         -1.321
_refine_diff_density_rms         0.076
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.158
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     274
_refine_ls_number_reflns         11305
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.158
_refine_ls_R_factor_all          0.0312
_refine_ls_R_factor_gt           0.0273
_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/[\s^2^(Fo^2^)+(0.0214P)^2^+1.3944P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0616
_refine_ls_wR_factor_ref         0.0629
_reflns_Friedel_coverage         0.000
_reflns_number_gt                10510
_reflns_number_total             11305
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            c8dt00438b4.cif
_cod_data_source_block           fc8
_cod_database_code               7701923
_chemical_oxdiff_formula         'C20 H20 N2 O2 S Cl Ru'
_reflns_odcompleteness_completeness 99.92
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     36.23
_olex2_refinement_description
;
The atoms from the sulphonamide nitrogen to the end of the chain ( C10 C11 N12 C13) were 
modeled as disordered over two positions related by a small ruffle in the chain. 
The occupancy of the two positions were linked to a free variable which refined to 86:14. 
The minor component was refined isotropically. The NH of the major component was located 
in a difference map though both it and the NH of the minor position were placed at 
calculated positions for the rest of the refinement.

1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All C(H,H,H,H,H,H) groups
2. Others
 Sof(C10A)=Sof(H10A)=Sof(H10B)=Sof(C11A)=Sof(H11A)=Sof(H11B)=Sof(N12A)=
 Sof(H12A)=Sof(C13A)=Sof(H13C)=Sof(H13D)=Sof(H14D)=Sof(H14E)=Sof(H14F)=1-FVAR(1)
 Sof(C10)=Sof(H10C)=Sof(H10D)=Sof(C11)=Sof(H11C)=Sof(H11D)=Sof(N12)=Sof(H12)=
 Sof(C13)=Sof(H13A)=Sof(H13B)=Sof(H14A)=Sof(H14B)=Sof(H14C)=FVAR(1)
3.a Ternary CH refined with riding coordinates:
 N12(H12), N12A(H12A), C21(H21)
3.b Secondary CH2 refined with riding coordinates:
 C10A(H10A,H10B), C10(H10C,H10D), C11A(H11A,H11B), C11(H11C,H11D), C13(H13A,
 H13B), C13A(H13C,H13D)
3.c Me refined with riding coordinates:
 C14(H14A,H14B,H14C), C14(H14D,H14E,H14F)
3.d Aromatic/amide H refined with riding coordinates:
 C3(H3), C4(H4), C6(H6), C7(H7), C15(H15), C16(H16), C18(H18), C19(H19)
3.e Idealised Me refined as rotating group:
 C1(H1A,H1B,H1C), C22(H22A,H22B,H22C), C23(H23A,H23B,H23C), C24(H24A,H24B,H24C)
;
_shelx_shelxl_version_number     2014/7
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.356
_oxdiff_exptl_absorpt_empirical_full_min 0.864