#------------------------------------------------------------------------------
#$Date: 2021-11-16 04:33:18 +0200 (Tue, 16 Nov 2021) $
#$Revision: 270675 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/24/39/7243924.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_7243924
loop_
_publ_author_name
'Tomioka, Nozomi'
'Nanbu, Shinkoh'
'Misawa-Suzuki, Tomoyo'
'Nagao, Hirotaka'
_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         'C32 H26 F4 N6 Ru, 2(C F3 O3 S)'
_chemical_formula_sum            'C34 H26 F10 N6 O6 Ru S2'
_chemical_formula_weight         969.80
_chemical_name_common
'di(2,6-difluoroaniline)bis(2,2'-bipyridine)ruthenium bis(trifluoromethanesulfonate)'
_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   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2021-08-04
_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                114.725(2)
_cell_angle_beta                 93.0320(10)
_cell_angle_gamma                100.1520(10)
_cell_formula_units_Z            1
_cell_length_a                   10.00630(10)
_cell_length_b                   10.2443(2)
_cell_length_c                   10.4305(2)
_cell_measurement_reflns_used    9159
_cell_measurement_temperature    298.15
_cell_measurement_theta_max      75.5590
_cell_measurement_theta_min      4.5030
_cell_volume                     946.35(3)
_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_area_resol_mean 28.5714
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.954
_diffrn_measurement_device_type  'Rigaku Saturn724+ (2x2 bin mode)'
_diffrn_measurement_method       'profile data from ω-scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0829
_diffrn_reflns_av_unetI/netI     0.0622
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.954
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            9898
_diffrn_reflns_point_group_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.954
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         75.740
_diffrn_reflns_theta_min         4.535
_diffrn_source                   'Rotating Anode'
_exptl_absorpt_coefficient_mu    5.321
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.32571
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.40.82a (Rigaku Oxford Diffraction, 2020)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'clear light red'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    red
_exptl_crystal_density_diffrn    1.702
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             486
_exptl_crystal_size_max          0.13
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.1
_exptl_transmission_factor_max   1.00000
_exptl_transmission_factor_min   0.32571
_refine_diff_density_max         1.076
_refine_diff_density_min         -1.938
_refine_diff_density_rms         0.124
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.076
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     268
_refine_ls_number_reflns         3755
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.076
_refine_ls_R_factor_all          0.0557
_refine_ls_R_factor_gt           0.0543
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.1184P)²+0.3246P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1540
_refine_ls_wR_factor_ref         0.1547
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3688
_reflns_number_total             3755
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d1ra07736h2.cif
_cod_data_source_block           difluoroaniline
_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 (58 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 (2 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 (28 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 (7 times).

Automatic conversion script
Id: cif_fix_values 7556 2019-12-06 15:28:31Z antanas 
;
_cod_database_code               7243924
_shelx_shelxl_version_number     2018/3
_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   0.618
_shelx_estimated_absorpt_t_min   0.545
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 N1(H1A,H1B)
2.b Aromatic/amide H refined with riding coordinates:
 C16(H16), C13(H13), C10(H10), C14(H14), C15(H15), C7(H7), C8(H8), C9(H9),
 C3(H3), C4(H4), C5(H5)
;
_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
Ru1 Ru 0.500000 0.500000 0.500000 0.02917(17) Uani 1 2 d S T P . .
S1 S 0.27026(11) 0.76043(11) 0.27197(11) 0.0447(3) Uani 1 1 d . . . . .
N3 N 0.3977(3) 0.3761(3) 0.5961(3) 0.0337(6) Uani 1 1 d . . . . .
F2 F 0.1274(3) 0.4772(4) 0.5401(4) 0.0735(9) Uani 1 1 d . . . . .
O1 O 0.3171(4) 0.6339(4) 0.1779(4) 0.0652(10) Uani 1 1 d . . . . .
F1 F 0.2906(4) 0.2232(4) 0.1155(4) 0.0840(11) Uani 1 1 d . . . . .
N2 N 0.4332(3) 0.6577(3) 0.6712(3) 0.0345(6) Uani 1 1 d . . . . .
O3 O 0.2722(4) 0.7757(4) 0.4158(4) 0.0588(8) Uani 1 1 d . . . . .
N1 N 0.3196(3) 0.4790(3) 0.3661(3) 0.0371(6) Uani 1 1 d . . . . .
H1A H 0.286386 0.559341 0.409042 0.044 Uiso 1 1 calc R . . . .
H1B H 0.344978 0.478388 0.285358 0.044 Uiso 1 1 calc R . . . .
O2 O 0.3182(4) 0.8931(4) 0.2573(5) 0.0710(10) Uani 1 1 d . . . . .
C12 C 0.3812(4) 0.4570(4) 0.7334(4) 0.0349(7) Uani 1 1 d . . . . .
C11 C 0.3964(4) 0.6156(4) 0.7740(4) 0.0371(7) Uani 1 1 d . . . . .
C16 C 0.3594(4) 0.2283(4) 0.5436(4) 0.0408(8) Uani 1 1 d . . . . .
H16 H 0.362499 0.171239 0.447619 0.049 Uiso 1 1 calc R . . . .
C13 C 0.3401(4) 0.3929(4) 0.8217(5) 0.0443(9) Uani 1 1 d . . . . .
H13 H 0.333148 0.451306 0.916369 0.053 Uiso 1 1 calc R . . . .
F4 F 0.0305(5) 0.5864(6) 0.2108(7) 0.1246(18) Uani 1 1 d . . . . .
F3 F 0.0260(5) 0.8142(7) 0.2957(7) 0.1278(19) Uani 1 1 d . . . . .
C10 C 0.3620(5) 0.7114(5) 0.8998(5) 0.0500(10) Uani 1 1 d . . . . .
H10 H 0.340637 0.680987 0.970080 0.060 Uiso 1 1 calc R . . . .
C14 C 0.3093(5) 0.2415(5) 0.7688(5) 0.0516(10) Uani 1 1 d . . . . .
H14 H 0.284917 0.196817 0.828121 0.062 Uiso 1 1 calc R . . . .
C1 C 0.2111(4) 0.3543(4) 0.3300(4) 0.0395(8) Uani 1 1 d . . . . .
C15 C 0.3152(5) 0.1578(4) 0.6275(5) 0.0498(10) Uani 1 1 d . . . . .
H15 H 0.290134 0.055583 0.588265 0.060 Uiso 1 1 calc R . . . .
C7 C 0.4257(4) 0.7953(4) 0.6926(4) 0.0418(8) Uani 1 1 d . . . . .
H7 H 0.445985 0.824513 0.621277 0.050 Uiso 1 1 calc R . . . .
C8 C 0.3895(5) 0.8940(5) 0.8151(5) 0.0531(10) Uani 1 1 d . . . . .
H8 H 0.385422 0.987901 0.825619 0.064 Uiso 1 1 calc R . . . .
F5 F 0.0639(6) 0.7020(7) 0.0798(6) 0.133(2) Uani 1 1 d . . . . .
C9 C 0.3596(5) 0.8540(5) 0.9207(5) 0.0558(11) Uani 1 1 d . . . . .
H9 H 0.337954 0.920841 1.005587 0.067 Uiso 1 1 calc R . . . .
C2 C 0.1152(5) 0.3535(6) 0.4213(5) 0.0526(10) Uani 1 1 d . . . . .
C6 C 0.1990(5) 0.2258(5) 0.2063(6) 0.0577(12) Uani 1 1 d . . . . .
C3 C 0.0115(6) 0.2327(8) 0.3906(9) 0.0791(18) Uani 1 1 d . . . . .
H3 H -0.052772 0.235348 0.452441 0.095 Uiso 1 1 calc R . . . .
C4 C 0.0048(6) 0.1076(7) 0.2663(10) 0.093(2) Uani 1 1 d . . . . .
H4 H -0.065332 0.025563 0.244076 0.112 Uiso 1 1 calc R . . . .
C17 C 0.0883(7) 0.7122(8) 0.2094(8) 0.0821(17) Uani 1 1 d . . . . .
C5 C 0.0982(6) 0.1016(6) 0.1755(9) 0.093(3) Uani 1 1 d . . . . .
H5 H 0.094570 0.015217 0.093803 0.112 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 0.0181 0.0091 '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'
F F 0.0727 0.0534 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ru Ru 0.0552 3.2960 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.3331 0.5567 '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
N3 Ru1 N3 180.00(12) 2_666 . n
N3 Ru1 N1 85.47(12) 2_666 . n
N3 Ru1 N1 94.53(12) . . n
N3 Ru1 N1 85.47(12) . 2_666 n
N3 Ru1 N1 94.53(12) 2_666 2_666 n
N2 Ru1 N3 77.16(11) . . y
N2 Ru1 N3 77.16(11) 2_666 2_666 n
N2 Ru1 N3 102.84(11) . 2_666 n
N2 Ru1 N3 102.84(11) 2_666 . n
N2 Ru1 N2 180.0 2_666 . n
N2 Ru1 N1 88.99(12) 2_666 2_666 n
N2 Ru1 N1 91.01(12) . 2_666 n
N2 Ru1 N1 91.01(12) 2_666 . n
N2 Ru1 N1 88.99(12) . . n
N1 Ru1 N1 180.0 . 2_666 n
O1 S1 O3 113.7(2) . . n
O1 S1 C17 103.0(3) . . n
O3 S1 C17 102.0(3) . . n
O2 S1 O1 115.5(2) . . n
O2 S1 O3 116.1(2) . . n
O2 S1 C17 104.0(3) . . n
C12 N3 Ru1 114.2(2) . . n
C16 N3 Ru1 128.1(3) . . n
C16 N3 C12 117.4(3) . . n
C11 N2 Ru1 114.9(2) . . n
C7 N2 Ru1 127.9(3) . . n
C7 N2 C11 117.3(3) . . n
C1 N1 Ru1 117.7(2) . . y
N3 C12 C11 114.4(3) . . n
N3 C12 C13 122.2(3) . . n
C13 C12 C11 123.2(3) . . n
N2 C11 C12 114.7(3) . . n
N2 C11 C10 122.0(3) . . n
C10 C11 C12 122.9(3) . . n
N3 C16 C15 122.6(4) . . n
C14 C13 C12 119.5(4) . . n
C11 C10 C9 119.3(4) . . n
C15 C14 C13 119.0(4) . . n
C2 C1 N1 121.1(4) . . n
C6 C1 N1 122.2(4) . . n
C6 C1 C2 116.7(4) . . n
C14 C15 C16 119.0(4) . . n
N2 C7 C8 122.8(4) . . n
C9 C8 C7 119.7(4) . . n
C8 C9 C10 118.8(4) . . n
F2 C2 C1 116.4(4) . . n
F2 C2 C3 121.4(5) . . n
C3 C2 C1 122.2(5) . . n
F1 C6 C1 118.1(4) . . n
F1 C6 C5 119.9(5) . . n
C5 C6 C1 122.1(6) . . n
C2 C3 C4 118.5(6) . . n
C5 C4 C3 121.5(5) . . n
F4 C17 S1 110.7(5) . . n
F4 C17 F3 106.4(7) . . n
F3 C17 S1 110.5(5) . . n
F5 C17 S1 111.6(6) . . n
F5 C17 F4 109.4(7) . . n
F5 C17 F3 108.0(6) . . n
C4 C5 C6 119.0(6) . . n
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
Ru1 N3 2.092(3) 2_666 y
Ru1 N3 2.092(3) . y
Ru1 N2 2.083(3) 2_666 y
Ru1 N2 2.083(3) . y
Ru1 N1 2.145(3) 2_666 y
Ru1 N1 2.145(3) . y
S1 O1 1.436(3) . n
S1 O3 1.441(3) . n
S1 O2 1.433(3) . n
S1 C17 1.809(7) . n
N3 C12 1.358(5) . n
N3 C16 1.349(4) . n
F2 C2 1.331(6) . n
F1 C6 1.348(6) . n
N2 C11 1.358(5) . n
N2 C7 1.348(4) . n
N1 C1 1.420(5) . y
C12 C11 1.474(5) . n
C12 C13 1.379(5) . n
C11 C10 1.376(5) . n
C16 C15 1.392(6) . n
C13 C14 1.379(6) . n
F4 C17 1.323(8) . n
F3 C17 1.339(9) . n
C10 C9 1.389(6) . n
C14 C15 1.372(7) . n
C1 C2 1.390(6) . n
C1 C6 1.385(6) . n
C7 C8 1.373(6) . n
C8 C9 1.357(7) . n
F5 C17 1.317(9) . n
C2 C3 1.375(7) . n
C6 C5 1.383(8) . n
C3 C4 1.378(11) . n
C4 C5 1.356(11) . n
