#------------------------------------------------------------------------------
#$Date: 2019-11-23 21:10:16 +0200 (Sat, 23 Nov 2019) $
#$Revision: 235018 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/55/34/1553457.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_1553457
loop_
_publ_author_name
'Sabbasani, Venkata R.'
'Yun, Sang Young'
'Lee, Daesung'
_publ_section_title
;
 Structure and reactivity of sulfonamide- and acetate-chelated ruthenium
 alkylidene complexes
;
_journal_issue                   8
_journal_name_full               'Organic Chemistry Frontiers'
_journal_page_first              939
_journal_paper_doi               10.1039/C6QO00148C
_journal_volume                  3
_journal_year                    2016
_chemical_formula_sum            'C22 H26 Cl3 N2 O Ru'
_chemical_formula_weight         541.87
_space_group_crystal_system      orthorhombic
_space_group_IT_number           18
_space_group_name_Hall           'P 2 2ab'
_space_group_name_H-M_alt        'P 21 21 2'
_atom_sites_solution_hydrogens   geom
_audit_update_record
;
2016-04-03 deposited with the CCDC.
2016-05-23 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   12.0730(19)
_cell_length_b                   18.008(3)
_cell_length_c                   10.7084(15)
_cell_measurement_reflns_used    7882
_cell_measurement_temperature    199.(2)
_cell_measurement_theta_max      22.0059
_cell_measurement_theta_min      2.2159
_cell_volume                     2328.1(6)
_computing_structure_refinement  'SHELXL-2014 (Sheldrick, 2014)'
_diffrn_ambient_temperature      199.(2)
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device_type  'Bruker SMART X2S'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.1376
_diffrn_reflns_av_unetI/netI     0.0664
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            35934
_diffrn_reflns_theta_full        24.11
_diffrn_reflns_theta_max         24.11
_diffrn_reflns_theta_min         1.90
_exptl_absorpt_coefficient_mu    1.033
_exptl_absorpt_correction_T_max  0.77
_exptl_absorpt_correction_T_min  0.68
_exptl_absorpt_process_details
;
;
_exptl_crystal_colour            Yellow
_exptl_crystal_density_diffrn    1.546
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       Globular
_exptl_crystal_F_000             1100
_exptl_crystal_size_max          0.410
_exptl_crystal_size_mid          0.400
_exptl_crystal_size_min          0.270
_refine_diff_density_max         0.978
_refine_diff_density_min         -0.802
_refine_ls_abs_structure_details
;
Flack x determined using 883 quotients [(I+)-(I-)]/[(I+)+(I-)]
(Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.06(6)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.085
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     264
_refine_ls_number_reflns         3715
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.085
_refine_ls_R_factor_all          0.0935
_refine_ls_R_factor_gt           0.0548
_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)+(0.1000P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1458
_refine_ls_wR_factor_ref         0.1765
_reflns_number_gt                2535
_reflns_number_total             3715
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            c6qo00148c2.cif
_cod_data_source_block           I
_cod_database_code               1553457
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, z'
'-x+1/2, y+1/2, -z'
'x+1/2, -y+1/2, -z'
loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_refinement_flags_posn
_atom_site_occupancy
Ru Ru1 0.50151(12) 0.59043(4) 0.25662(7) 0.0368(3) Uani d . . . 1
Cl Cl1 0.5 0.5 0.4274(3) 0.0541(11) Uani d T P S 1
Cl Cl2 0.3667(3) 0.5054(3) 0.1713(3) 0.0514(8) Uani d . . . 1
Cl Cl3 0.6562(8) 0.6567(4) 0.3500(8) 0.139(3) Uani d . . . 1
C C14 0.3897(12) 0.7626(8) 0.1576(15) 0.055(4) Uani d . . . 1
O O1 0.5505(10) 0.6607(7) 0.0123(10) 0.077(4) Uani d . . . 1
N N1 0.3170(14) 0.6506(8) 0.4245(14) 0.077(5) Uani d . . . 1
N N2 0.3532(11) 0.7265(7) 0.2717(11) 0.065(4) Uani d . . . 1
C C1 0.5233(16) 0.6389(7) 0.1081(15) 0.065(6) Uani d . . . 1
C C2 0.3830(15) 0.6602(9) 0.3235(16) 0.058(5) Uani d . . . 1
C C3 0.231(2) 0.7101(11) 0.435(2) 0.147(13) Uani d . . . 1
H H3A 0.2354 0.7352 0.5169 0.176 Uiso calc U . R 1
H H3B 0.1558 0.6891 0.4244 0.176 Uiso calc U . R 1
C C4 0.2581(19) 0.7630(10) 0.331(2) 0.108(8) Uani d . . . 1
H H4B 0.1954 0.768 0.2715 0.129 Uiso calc U . R 1
H H4A 0.2781 0.8127 0.363 0.129 Uiso calc U . R 1
C C5 0.3176(14) 0.5975(8) 0.5266(13) 0.054(4) Uani d . . . 1
C C6 0.2407(12) 0.5425(8) 0.5253(13) 0.051(4) Uani d . . . 1
C C7 0.2315(11) 0.4981(12) 0.6298(11) 0.058(3) Uani d . . . 1
H H7 0.1773 0.4598 0.6298 0.07 Uiso calc U . R 1
C C8 0.2986(13) 0.5068(11) 0.7364(13) 0.066(4) Uani d . . . 1
C C9 0.3744(16) 0.5634(11) 0.7327(14) 0.077(5) Uani d . . . 1
H H9 0.423 0.5699 0.8015 0.093 Uiso calc U . R 1
C C10 0.3827(14) 0.6125(9) 0.6302(15) 0.067(5) Uani d . . . 1
C C11 0.1654(14) 0.5259(11) 0.4161(15) 0.084(7) Uani d . . . 1
H H11A 0.1058 0.5628 0.413 0.125 Uiso calc U . R 1
H H11B 0.1334 0.4762 0.4262 0.125 Uiso calc U . R 1
H H11C 0.2082 0.5278 0.3384 0.125 Uiso calc U . R 1
C C12 0.2847(19) 0.4586(12) 0.8500(16) 0.105(8) Uani d . . . 1
H H12C 0.3482 0.425 0.8572 0.157 Uiso calc U . R 1
H H12A 0.2165 0.4295 0.8422 0.157 Uiso calc U . R 1
H H12B 0.2804 0.49 0.9246 0.157 Uiso calc U . R 1
C C13 0.473(2) 0.6727(12) 0.6345(19) 0.129(11) Uani d . . . 1
H H13B 0.5417 0.6531 0.5988 0.194 Uiso calc U . R 1
H H13A 0.4859 0.6875 0.7214 0.194 Uiso calc U . R 1
H H13C 0.4487 0.716 0.5862 0.194 Uiso calc U . R 1
C C15 0.3316(13) 0.7485(9) 0.0504(16) 0.062(4) Uani d . . . 1
C C16 0.3574(19) 0.7912(12) -0.0507(18) 0.088(6) Uani d . . . 1
H H16 0.3193 0.7815 -0.1266 0.105 Uiso calc U . R 1
C C17 0.4331(17) 0.8460(13) -0.0504(19) 0.080(6) Uani d . . . 1
C C18 0.487(2) 0.8621(10) 0.056(2) 0.092(6) Uani d . . . 1
H H18 0.538 0.902 0.0572 0.111 Uiso calc U . R 1
C C19 0.4675(14) 0.8197(8) 0.1697(16) 0.063(5) Uani d . . . 1
C C20 0.246(2) 0.6880(11) 0.040(3) 0.120(9) Uani d . . . 1
H H20C 0.2742 0.6478 -0.0127 0.18 Uiso calc U . R 1
H H20A 0.1781 0.7083 0.0022 0.18 Uiso calc U . R 1
H H20B 0.2286 0.6686 0.1232 0.18 Uiso calc U . R 1
C C21 0.461(2) 0.8956(14) -0.159(2) 0.158(13) Uani d . . . 1
H H21B 0.4238 0.9436 -0.1486 0.237 Uiso calc U . R 1
H H21A 0.4354 0.8723 -0.2368 0.237 Uiso calc U . R 1
H H21C 0.5411 0.9031 -0.1629 0.237 Uiso calc U . R 1
C C22 0.5285(19) 0.8354(10) 0.287(2) 0.116(10) Uani d . . . 1
H H22B 0.5424 0.7888 0.3317 0.174 Uiso calc U . R 1
H H22C 0.4841 0.8684 0.34 0.174 Uiso calc U . R 1
H H22A 0.5992 0.8594 0.2675 0.174 Uiso calc U . R 1
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'
O O 0.0106 0.0060 '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'
Ru Ru -1.2594 0.8363 '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'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
C1 Ru1 C2 . . 96.4(7)
C1 Ru1 Cl2 . . 94.0(6)
C2 Ru1 Cl2 . . 92.9(5)
C1 Ru1 Cl3 . . 90.7(6)
C2 Ru1 Cl3 . . 95.3(4)
Cl2 Ru1 Cl3 . . 170.0(2)
C1 Ru1 Cl1 . . 164.9(5)
C2 Ru1 Cl1 . . 98.2(5)
Cl2 Ru1 Cl1 . . 81.72(10)
Cl3 Ru1 Cl1 . . 91.4(2)
C1 Ru1 Cl2 . 2_665 85.5(5)
C2 Ru1 Cl2 . 2_665 174.3(5)
Cl2 Ru1 Cl2 . 2_665 81.62(13)
Cl3 Ru1 Cl2 . 2_665 90.0(2)
Cl1 Ru1 Cl2 . 2_665 79.62(10)
Ru1 Cl1 Ru1 2_665 . 83.38(12)
Ru1 Cl2 Ru1 . 2_665 82.60(9)
C15 C14 C19 . . 124.0(14)
C15 C14 N2 . . 117.8(14)
C19 C14 N2 . . 117.0(15)
C2 N1 C5 . . 133.0(15)
C2 N1 C3 . . 112.1(15)
C5 N1 C3 . . 114.8(14)
C2 N2 C14 . . 130.8(13)
C2 N2 C4 . . 115.1(13)
C14 N2 C4 . . 113.5(11)
O1 C1 Ru1 . . 168.6(15)
N1 C2 N2 . . 106.3(15)
N1 C2 Ru1 . . 128.1(12)
N2 C2 Ru1 . . 125.7(13)
N1 C3 C4 . . 104.4(14)
N2 C4 C3 . . 101.8(13)
C6 C5 C10 . . 122.5(14)
C6 C5 N1 . . 118.0(15)
C10 C5 N1 . . 118.4(15)
C5 C6 C7 . . 118.0(14)
C5 C6 C11 . . 124.3(14)
C7 C6 C11 . . 117.6(14)
C6 C7 C8 . . 123.1(17)
C9 C8 C7 . . 116.3(17)
C9 C8 C12 . . 121.8(15)
C7 C8 C12 . . 121.9(17)
C8 C9 C10 . . 122.3(16)
C5 C10 C9 . . 117.4(15)
C5 C10 C13 . . 124.3(16)
C9 C10 C13 . . 117.9(17)
C16 C15 C14 . . 116.3(17)
C16 C15 C20 . . 120.3(19)
C14 C15 C20 . . 123.3(16)
C17 C16 C15 . . 125.(2)
C18 C17 C16 . . 119.2(18)
C18 C17 C21 . . 115.(2)
C16 C17 C21 . . 126.(2)
C17 C18 C19 . . 121.4(19)
C14 C19 C18 . . 114.5(18)
C14 C19 C22 . . 123.5(16)
C18 C19 C22 . . 122.0(17)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
Ru1 C1 . 1.833(16)
Ru1 C2 . 2.034(18)
Ru1 Cl2 . 2.414(4)
Ru1 Cl3 . 2.432(9)
Ru1 Cl1 . 2.448(3)
Ru1 Cl2 2_665 2.519(4)
Cl1 Ru1 2_665 2.448(3)
Cl2 Ru1 2_665 2.519(4)
C14 C15 . 1.37(2)
C14 C19 . 1.40(2)
C14 N2 . 1.453(18)
O1 C1 . 1.146(17)
N1 C2 . 1.35(2)
N1 C5 . 1.453(18)
N1 C3 . 1.50(2)
N2 C2 . 1.365(18)
N2 C4 . 1.47(2)
C3 C4 . 1.50(2)
C5 C6 . 1.36(2)
C5 C10 . 1.39(2)
C6 C7 . 1.38(2)
C6 C11 . 1.51(2)
C7 C8 . 1.408(18)
C8 C9 . 1.37(2)
C8 C12 . 1.50(2)
C9 C10 . 1.41(2)
C10 C13 . 1.54(3)
C15 C16 . 1.36(2)
C15 C20 . 1.51(3)
C16 C17 . 1.35(3)
C17 C18 . 1.34(3)
C17 C21 . 1.51(2)
C18 C19 . 1.46(2)
C19 C22 . 1.49(3)
