N–C bond formation between two anilines coordinated to a ruthenium center in cis-form affording a 3,5-cyclohexadiene-1,2-diimine moiety
Tomioka, Nozomi; Nanbu, Shinkoh; Misawa-Suzuki, Tomoyo; Nagao, Hirotaka; RSC Advances 11 (2021) 36644–36650; doi:10.1039/D1RA07736H

data_7243925
_publ_section_title
;
 N--C bond formation between two anilines coordinated to a ruthenium
 center in cis-form affording a 3,5-cyclohexadiene-1,2-diimine moiety
;
_journal_issue                   58
_journal_name_full               'RSC Advances'
_journal_page_first              36644
_journal_page_last               36650
_journal_paper_doi               10.1039/D1RA07736H
_journal_volume                  11
_journal_year                    2021
_chemical_formula_moiety         'C34 H30 N6 Ru, 2(F6 P)'
_chemical_formula_sum            'C34 H30 F12 N6 P2 Ru'
_chemical_formula_weight         913.65
_chemical_name_common
'methylphenylcyclohexa-3,5-diene-1,2-diiminebis(2,2'-bipyridine)ruthenium bis(hexafulolophosphate)'
_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     dual
_audit_creation_date             2021-07-13
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_audit_update_record
;
2021-08-04 deposited with the CCDC.	2021-11-04 downloaded from the CCDC.
;
_cell_angle_alpha                104.5820(10)
_cell_angle_beta                 103.0590(10)
_cell_angle_gamma                116.3090(10)
_cell_formula_units_Z            2
_cell_length_a                   13.27250(10)
_cell_length_b                   13.51310(10)
_cell_length_c                   13.79670(10)
_cell_measurement_reflns_used    16683
_cell_measurement_temperature    298.15
_cell_measurement_theta_max      75.2040
_cell_measurement_theta_min      3.5670
_cell_volume                     1977.56(4)
_computing_cell_refinement
'CrystalClear-SM Expert 2.0 r7 (Rigaku, 2011)'
_computing_data_collection
'CrystalClear-SM Expert 2.0 r7 (Rigaku, 2011)'
_computing_data_reduction
'CrystalClear-SM Expert 2.0 r7 (Rigaku, 2011)'
_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_temperature      298.15
_diffrn_detector                 CCD
_diffrn_detector_area_resol_mean 28.5714
_diffrn_detector_type            'Rigaku Saturn724+'
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.968
_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    -76.00  30.00   0.50    0.15    --  -44.30  87.00  17.00  212
  2  \w    -19.00  55.00   0.50    0.15    --   44.30 -87.00 -99.00  148
  3  \w    -71.00 -46.00   0.50    0.60    --  -90.25  87.00  17.00   50
  4  \w   -140.00-106.00   0.50    0.60    --  -90.25 -87.00 -99.00   68
  5  \w     60.00  86.00   0.50    0.60    --  109.26 -87.00 -99.00   52
  6  \w    125.00 173.00   0.50    0.60    --  109.26  87.00  17.00   96
  7  \w    -11.00  33.00   0.50    0.15    --  -44.30  37.00 -60.00   88
  8  \w     -1.00  24.00   0.50    0.15    --  -44.30  19.00 -90.00   50
  9  \w    -34.00  29.00   0.50    0.15    --  -44.30  37.00  90.00  126
 10  \w    -35.00  27.00   0.50    0.15    --  -44.30  37.00-180.00  124
 11  \w     63.00 113.00   0.50    0.15    --   44.30  57.00   0.00  100
 12  \w     44.00  97.00   0.50    0.15    --   44.30-125.00-120.00  106
 13  \w     25.00  58.00   0.50    0.15    --   44.30  57.00   0.00   66
 14  \w    -43.00 -17.00   0.50    0.60    --  -90.25  45.00-120.00   52
 15  \w    -43.00 -14.00   0.50    0.60    --  -90.25  45.00-180.00   58
 16  \w    -42.00 -15.00   0.50    0.60    --  -90.25  45.00  30.00   54
 17  \w    -42.00 -16.00   0.50    0.60    --  -90.25  45.00-150.00   52
 18  \w    -43.00 -15.00   0.50    0.60    --  -90.25  45.00 -60.00   56
 19  \w    -42.00 -15.00   0.50    0.60    --  -90.25  45.00   0.00   54
 20  \w     38.00  67.00   0.50    0.60    --  109.26 -94.00-150.00   58
 21  \w     50.00 100.00   0.50    0.60    --  109.26 -94.00 -60.00  100
 22  \w     34.00  61.00   0.50    0.60    --  109.26 -45.00 -60.00   54
 23  \w     74.00  99.00   0.50    0.60    --  109.26-125.00-120.00   50
 24  \w     47.00 103.00   0.50    0.60    --  109.26 -94.00 150.00  112
 25  \w     36.00  62.00   0.50    0.60    --  109.26-125.00-120.00   52
 26  \w     34.00  59.00   0.50    0.60    --  109.26 -45.00  30.00   50
 27  \w    101.00 178.00   0.50    0.60    --  109.26  30.00 150.00  154
 28  \w     60.00  85.00   0.50    0.60    --  109.26 -94.00   0.00   50
 29  \w     42.00  68.00   0.50    0.60    --  109.26 -61.00-180.00   52
 30  \w     34.00  59.00   0.50    0.60    --  109.26 -45.00 -90.00   50
 31  \w     36.00 106.00   0.50    0.60    --  109.26 -77.00   0.00  140
 32  \w     87.00 176.00   0.50    0.60    --  109.26  30.00  90.00  178
 33  \w    142.00 167.00   0.50    0.60    --  109.26  30.00 120.00   50
 34  \w     38.00  76.00   0.50    0.60    --  109.26 -77.00  90.00   76
 35  \w     38.00 102.00   0.50    0.60    --  109.26 -94.00 -30.00  128
 36  \w     74.00 100.00   0.50    0.60    --  109.26 -94.00-150.00   52
 37  \w     37.00  63.00   0.50    0.60    --  109.26 -61.00-120.00   52
 38  \w     86.00 134.00   0.50    0.60    --  109.26  30.00 120.00   96
 39  \w    145.00 173.00   0.50    0.60    --  109.26  61.00  30.00   56
 40  \w     95.00 126.00   0.50    0.60    --  109.26  61.00  30.00   62
 41  \w     35.00  60.00   0.50    0.60    --  109.26 -45.00-180.00   50
 42  \w     68.00 103.00   0.50    0.60    --  109.26 -94.00-120.00   70
 43  \w     74.00 103.00   0.50    0.60    --  109.26 -94.00  60.00   58
 44  \w     42.00  67.00   0.50    0.60    --  109.26 -61.00 120.00   50
 45  \w     42.00  98.00   0.50    0.60    --  109.26 -94.00 120.00  112
 46  \w     73.00 102.00   0.50    0.60    --  109.26 -94.00  30.00   58
 47  \w    113.00 176.00   0.50    0.60    --  109.26  30.00-180.00  126
;
_diffrn_measurement_device       'AFC12 (Right): Kappa 3 circle'
_diffrn_measurement_device_type  'Rigaku Saturn724+ (2x2 bin mode)'
_diffrn_measurement_method       'profile data from \w-scans'
_diffrn_measurement_specimen_support 'Mitegen 50um'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0067705000
_diffrn_orient_matrix_UB_12      -0.0935504000
_diffrn_orient_matrix_UB_13      -0.0845864000
_diffrn_orient_matrix_UB_21      0.1335107000
_diffrn_orient_matrix_UB_22      0.0538923000
_diffrn_orient_matrix_UB_23      0.0737030000
_diffrn_orient_matrix_UB_31      -0.0434267000
_diffrn_orient_matrix_UB_32      -0.0874895000
_diffrn_orient_matrix_UB_33      0.0556768000
_diffrn_radiation_collimation    0.3
_diffrn_radiation_monochromator  Confocal
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0355
_diffrn_reflns_av_unetI/netI     0.0356
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.968
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            23385
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.968
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         75.382
_diffrn_reflns_theta_min         3.593
_diffrn_source                   'Rotating Anode'
_diffrn_source_current           24.0
_diffrn_source_power             1.2
_diffrn_source_target            Mo
_diffrn_source_type              'Rotating Anode'
_diffrn_source_voltage           50.0
_exptl_absorpt_coefficient_mu    4.789
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.53776
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.40.45a (Rigaku Oxford Diffraction, 2019)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'clear light black'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    black
_exptl_crystal_density_diffrn    1.534
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             916
_exptl_crystal_size_max          0.1
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.1
_exptl_transmission_factor_max   1.00000
_exptl_transmission_factor_min   0.53776
_refine_diff_density_max         1.176
_refine_diff_density_min         -0.707
_refine_diff_density_rms         0.085
_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     502
_refine_ls_number_reflns         7921
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.050
_refine_ls_R_factor_all          0.0523
_refine_ls_R_factor_gt           0.0501
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0927P)^2^+1.6642P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1416
_refine_ls_wR_factor_ref         0.1445
_reflns_Friedel_coverage         0.000
_reflns_number_gt                7425
_reflns_number_total             7921
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d1ra07736h2.cif
_cod_data_source_block           methyldiimine
_cod_depositor_comments
;
The following automatic conversions were performed:

data item '_geom_angle_publ_flag' value 'N' was changed to 'n' in
accordance with the
/home/data/users/saulius/crontab/automatic-downloads/rss-feeds/RSC/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 last updated on
2011-04-26 (105 times).

data item '_geom_angle_publ_flag' value 'Y' was changed to 'y' in
accordance with the
/home/data/users/saulius/crontab/automatic-downloads/rss-feeds/RSC/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 last updated on
2011-04-26 (6 times).

data item '_geom_bond_publ_flag' value 'N' was changed to 'n' in
accordance with the
/home/data/users/saulius/crontab/automatic-downloads/rss-feeds/RSC/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 last updated on
2011-04-26 (52 times).

data item '_geom_bond_publ_flag' value 'Y' was changed to 'y' in
accordance with the
/home/data/users/saulius/crontab/automatic-downloads/rss-feeds/RSC/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 last updated on
2011-04-26 (9 times).

Automatic conversion script
Id: cif_fix_values 7556 2019-12-06 15:28:31Z antanas 
;
_cod_original_cell_volume        1977.56(3)
_cod_database_code               7243925
_shelx_shelxl_version_number     2018/3
_chemical_oxdiff_formula         C34H30F12N6P2Ru
_chemical_oxdiff_usercomment     '298 K'
_shelx_estimated_absorpt_t_max   0.646
_shelx_estimated_absorpt_t_min   0.646
_diffrn_oxdiff_digest_frames
;
01c3c23d364c9d1eb8ad7dae6e5cdffc81000409d84
;
_diffrn_oxdiff_digest_hkl
;
01b8d6831a03230ec15e0b855477e0987ce2aa
;
_reflns_odcompleteness_completeness 99.94
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C34(H34), C16(H16), C15(H15), C9(H9), C18(H18), C24(H24), C23(H23), C3(H3),
 C21(H21), C17(H17), C22(H22), C13(H13), C31(H31), C25(H25), C33(H33), C12(H12),
  C32(H32), C6(H6), C10(H10), C26(H26), C5(H5), C28(H28), C27(H27)
2.b Idealised Me refined as rotating group:
 C7(H7a,H7b,H7c), C14(H14a,H14b,H14c)
;
_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 1.914
_oxdiff_exptl_absorpt_empirical_full_min 0.715