# Electronic Supplementary Material (ESI) for New Journal of Chemistry.
# This journal is © The Royal Society of Chemistry and the Centre National de la Recherche Scientifique 2019

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_1
_database_code_depnum_ccdc_archive 'CCDC 1874350'
loop_
_audit_author_name
_audit_author_address
'Dr Imtiyaz Yousuf'
;Department of chemistry Aligarh Muslim university Aligarh india
India
;
_audit_update_record             
;
2019-02-19 deposited with the CCDC.	2019-03-06 downloaded from the CCDC.
;
_audit_creation_date             2019-02-08
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_chemical_formula_moiety         'C21 H23 Cl O4 Ru'
_chemical_formula_sum            'C21 H23 Cl O4 Ru'
_chemical_formula_weight         475.93
_chemical_absolute_configuration unk
loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_Cromer_Mann_a1
_atom_type_scat_Cromer_Mann_a2
_atom_type_scat_Cromer_Mann_a3
_atom_type_scat_Cromer_Mann_a4
_atom_type_scat_Cromer_Mann_b1
_atom_type_scat_Cromer_Mann_b2
_atom_type_scat_Cromer_Mann_b3
_atom_type_scat_Cromer_Mann_b4
_atom_type_scat_Cromer_Mann_c
_atom_type_scat_source
_atom_type_scat_dispersion_source
H 0.00000 0.00000 0.49300 0.32291 0.14019 0.04081 10.51090 26.12570 3.14236
57.79970 0.0030380000826
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
C 0.00347 0.00161 2.31000 1.02000 1.58860 0.86500 20.84390 10.20750 0.56870
51.65120 0.215599998832
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
Cl 0.14873 0.16029 11.46040 7.19640 6.25560 1.64550 0.01040 1.16620 18.51940
47.77840 -9.55739974976
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
O 0.01158 0.00611 3.04850 2.28680 1.54630 0.86700 13.27710 5.70110 0.32390
32.90890 0.250800013542
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
Ru -1.23940 0.83517 19.26740 12.91820 4.86337 1.56756 0.80852 8.43467 24.79970
94.29280 5.37873983383
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           29
_space_group_name_H-M_alt        'P c a 21'
_space_group_name_Hall           ' P 2c -2ac'
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 x,y,z
2 -x,-y,z+1/2
3 -x+1/2,y,z+1/2
4 x+1/2,-y,z

_symmetry_Int_Tables_number      29
_cell_length_a                   12.0882(9)
_cell_length_b                   7.9926(6)
_cell_length_c                   19.6067(14)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     1894.3(2)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    6409
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      28.17
_cell_measurement_theta_min      2.50
_exptl_absorpt_coefficient_mu    0.993
_exptl_crystal_colour            brown
_exptl_crystal_density_diffrn    1.6687
_exptl_crystal_description       Block
_exptl_crystal_F_000             964.0250
_exptl_crystal_size_max          0.32
_exptl_crystal_size_mid          0.21
_exptl_crystal_size_min          0.17
_diffrn_reflns_av_R_equivalents  0.0470
_diffrn_reflns_av_unetI/netI     0.0398
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       31
_diffrn_reflns_limit_l_min       -30
_diffrn_reflns_number            36128
_diffrn_reflns_theta_full        25.0453
_diffrn_reflns_theta_max         25.05
_diffrn_reflns_theta_min         3.23
_diffrn_ambient_temperature      100.15
_diffrn_measured_fraction_theta_full 0.9973
_diffrn_measured_fraction_theta_max 0.9973
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_reflns_Friedel_coverage         0.998
_reflns_limit_h_max              14
_reflns_limit_h_min              -14
_reflns_limit_k_max              9
_reflns_limit_k_min              -9
_reflns_limit_l_max              23
_reflns_limit_l_min              -23
_reflns_number_gt                3259
_reflns_number_total             3354
_reflns_threshold_expression     I>=2u(I)
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'olex2.refine (Bourhis et al., 2015)'
_computing_structure_solution    'olex2.solve (Bourhis et al., 2015)'
_refine_diff_density_max         0.6302
_refine_diff_density_min         -0.4650
_refine_diff_density_rms         0.0667
_refine_ls_d_res_high            0.8394
_refine_ls_d_res_low             6.3121
_refine_ls_goodness_of_fit_ref   1.0515
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_constraints    38
_refine_ls_number_parameters     248
_refine_ls_number_reflns         3354
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0230
_refine_ls_R_factor_gt           0.0218
_refine_ls_restrained_S_all      1.0515
_refine_ls_shift/su_max          0.0000
_refine_ls_shift/su_mean         0.0000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0296P)²+1.0220P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0531
_refine_ls_wR_factor_ref         0.0543
_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 Ternary CH refined with riding coordinates:
 C8(H8), C19(H19)
2.b Aromatic/amide H refined with riding coordinates:
 C3(H3), C4(H4), C5(H5), C6(H6), C10(H10), C14(H14), C15(H15), C17(H17),
 C18(H18)
2.c Idealised Me refined as rotating group:
 C11(H11a,H11b,H11c), C12(H12a,H12b,H12c), C20(H20a,H20b,H20c), C21(H21a,H21b,
 H21c)
;
_atom_sites_solution_primary     iterative
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_refinement_flags_posn
Ru1 Ru 0.606439(14) 0.74565(2) 0.564601(12) 0.00843(7) Uani 1.000000 .
Cl1 Cl 0.62339(5) 1.04832(8) 0.57355(4) 0.01318(14) Uani 1.000000 .
O1 O 0.63649(17) 0.7826(2) 0.46118(10) 0.0126(4) Uani 1.000000 .
O2 O 0.77569(18) 0.75355(19) 0.58074(9) 0.0124(5) Uani 1.000000 .
O3 O 0.90872(16) 0.9888(2) 0.37060(10) 0.0130(4) Uani 1.000000 .
O4 O 0.97930(17) 0.7312(2) 0.40574(10) 0.0143(4) Uani 1.000000 .
C1 C 0.7283(2) 0.8241(3) 0.43455(13) 0.0101(6) Uani 1.000000 .
C2 C 0.7274(2) 0.8610(3) 0.36065(14) 0.0107(5) Uani 1.000000 .
C3 C 0.6360(2) 0.8270(3) 0.31930(14) 0.0125(6) Uani 1.000000 .
H3 H 0.5744(2) 0.7684(3) 0.33765(14) 0.0150(7) Uiso 1.000000 R
C4 C 0.6343(2) 0.8779(3) 0.25188(14) 0.0138(6) Uani 1.000000 .
H4 H 0.5729(2) 0.8512(3) 0.22368(14) 0.0166(7) Uiso 1.000000 R
C5 C 0.7230(2) 0.9685(3) 0.22539(14) 0.0134(6) Uani 1.000000 .
H5 H 0.7209(2) 1.0060(3) 0.17943(14) 0.0160(7) Uiso 1.000000 R
C6 C 0.8141(2) 1.0042(3) 0.26552(14) 0.0120(6) Uani 1.000000 .
H6 H 0.8741(2) 1.0666(3) 0.24727(14) 0.0144(7) Uiso 1.000000 R
C7 C 0.8176(2) 0.9483(3) 0.33281(14) 0.0116(6) Uani 1.000000 .
C8 C 0.9318(2) 0.8825(3) 0.42827(13) 0.0115(6) Uani 1.000000 .
H8 H 0.9857(2) 0.9407(3) 0.45880(13) 0.0139(7) Uiso 1.000000 R
C9 C 0.8297(2) 0.8419(3) 0.46861(13) 0.0105(5) Uani 1.000000 .
C10 C 0.8461(2) 0.8015(3) 0.53692(14) 0.0107(5) Uani 1.000000 .
H10 H 0.9200(2) 0.8111(3) 0.55289(14) 0.0128(6) Uiso 1.000000 R
C11 C 1.0901(3) 0.7509(3) 0.38096(18) 0.0193(7) Uani 1.000000 .
H11a H 1.1235(8) 0.6405(3) 0.3739(12) 0.0289(11) Uiso 1.000000 GR
H11b H 1.0888(3) 0.812(3) 0.3376(7) 0.0289(11) Uiso 1.000000 GR
H11c H 1.1339(6) 0.814(3) 0.4144(6) 0.0289(11) Uiso 1.000000 GR
C12 C 0.3691(3) 0.6783(4) 0.47982(16) 0.0214(7) Uani 1.000000 .
H12a H 0.4157(3) 0.687(3) 0.4391(2) 0.0321(10) Uiso 1.000000 GR
H12b H 0.3170(13) 0.5853(14) 0.4743(7) 0.0321(10) Uiso 1.000000 GR
H12c H 0.3278(14) 0.7828(15) 0.4860(5) 0.0321(10) Uiso 1.000000 GR
C13 C 0.4405(2) 0.6477(4) 0.54121(14) 0.0140(6) Uani 1.000000 .
C14 C 0.4362(3) 0.7510(3) 0.59890(17) 0.0153(7) Uani 1.000000 .
H14 H 0.3855(3) 0.8417(3) 0.59976(17) 0.0184(8) Uiso 1.000000 R
C15 C 0.5063(2) 0.7233(3) 0.65638(14) 0.0112(6) Uani 1.000000 .
H15 H 0.5011(2) 0.7953(3) 0.69479(14) 0.0135(7) Uiso 1.000000 R
C16 C 0.5830(2) 0.5905(3) 0.65694(14) 0.0109(5) Uani 1.000000 .
C17 C 0.5893(2) 0.4878(4) 0.59760(15) 0.0136(6) Uani 1.000000 .
H17 H 0.6410(2) 0.3983(4) 0.59637(15) 0.0163(7) Uiso 1.000000 R
C18 C 0.5207(2) 0.5159(3) 0.54100(14) 0.0138(6) Uani 1.000000 .
H18 H 0.5276(2) 0.4464(3) 0.50192(14) 0.0165(7) Uiso 1.000000 R
C19 C 0.6560(2) 0.5609(4) 0.71840(14) 0.0129(6) Uani 1.000000 .
H19 H 0.6757(2) 0.6726(4) 0.73798(14) 0.0155(7) Uiso 1.000000 R
C20 C 0.7627(2) 0.4692(4) 0.70320(16) 0.0203(7) Uani 1.000000 .
H20a H 0.8067(8) 0.460(2) 0.7450(3) 0.0305(10) Uiso 1.000000 GR
H20b H 0.7458(2) 0.3570(10) 0.6860(10) 0.0305(10) Uiso 1.000000 GR
H20c H 0.8047(8) 0.5311(14) 0.6687(8) 0.0305(10) Uiso 1.000000 GR
C21 C 0.5873(2) 0.4658(4) 0.77223(15) 0.0197(6) Uani 1.000000 .
H21a H 0.6299(7) 0.457(2) 0.8146(4) 0.0295(10) Uiso 1.000000 GR
H21b H 0.5184(8) 0.5265(14) 0.7810(8) 0.0295(10) Uiso 1.000000 GR
H21c H 0.5702(15) 0.3534(10) 0.7553(5) 0.0295(10) Uiso 1.000000 GR


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 Cl1 2.4341(7) . ?
Ru1 O1 2.081(2) . ?
Ru1 O2 2.071(2) . ?
Ru1 C13 2.201(3) . ?
Ru1 C14 2.165(3) . ?
Ru1 C15 2.176(3) . ?
Ru1 C16 2.213(3) . ?
Ru1 C17 2.170(3) . ?
Ru1 C18 2.158(3) . ?
O1 C1 1.271(3) . ?
O2 C10 1.268(3) . ?
O3 C7 1.366(3) . ?
O3 C8 1.442(3) . ?
O4 C8 1.409(3) . ?
O4 C11 1.434(4) . ?
C1 C2 1.479(4) . ?
C1 C9 1.403(4) . ?
C2 C3 1.397(4) . ?
C2 C7 1.405(4) . ?
C3 H3 0.9500 . ?
C3 C4 1.383(4) . ?
C4 H4 0.9500 . ?
C4 C5 1.394(4) . ?
C5 H5 0.9500 . ?
C5 C6 1.383(4) . ?
C6 H6 0.9500 . ?
C6 C7 1.393(4) . ?
C8 H8 1.0000 . ?
C8 C9 1.501(4) . ?
C9 C10 1.392(4) . ?
C10 H10 0.9500 . ?
C11 H11a 0.9800 . ?
C11 H11b 0.9800 . ?
C11 H11c 0.9800 . ?
C12 H12a 0.9800 . ?
C12 H12b 0.9800 . ?
C12 H12c 0.9800 . ?
C12 C13 1.502(4) . ?
C13 C14 1.402(4) . ?
C13 C18 1.431(4) . ?
C14 H14 0.9500 . ?
C14 C15 1.427(4) . ?
C15 H15 0.9500 . ?
C15 C16 1.409(4) . ?
C16 C17 1.426(4) . ?
C16 C19 1.512(4) . ?
C17 H17 0.9500 . ?
C17 C18 1.403(4) . ?
C18 H18 0.9500 . ?
C19 H19 1.0000 . ?
C19 C20 1.513(4) . ?
C19 C21 1.543(4) . ?
C20 H20a 0.9800 . ?
C20 H20b 0.9800 . ?
C20 H20c 0.9800 . ?
C21 H21a 0.9800 . ?
C21 H21b 0.9800 . ?
C21 H21c 0.9800 . ?

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
O1 Ru1 Cl1 85.10(6) . . ?
O2 Ru1 Cl1 82.85(5) . . ?
O2 Ru1 O1 88.40(8) . . ?
C13 Ru1 Cl1 116.44(8) . . ?
C13 Ru1 O1 90.37(9) . . ?
C13 Ru1 O2 160.50(9) . . ?
C14 Ru1 Cl1 92.17(7) . . ?
C14 Ru1 O1 117.76(10) . . ?
C14 Ru1 O2 152.96(11) . . ?
C14 Ru1 C13 37.43(11) . . ?
C15 Ru1 Cl1 93.95(7) . . ?
C15 Ru1 O1 156.13(10) . . ?
C15 Ru1 O2 115.19(9) . . ?
C15 Ru1 C13 68.67(10) . . ?
C15 Ru1 C14 38.38(12) . . ?
C16 Ru1 Cl1 120.58(7) . . ?
C16 Ru1 O1 154.05(9) . . ?
C16 Ru1 O2 91.06(9) . . ?
C16 Ru1 C13 81.63(10) . . ?
C16 Ru1 C14 68.60(11) . . ?
C16 Ru1 C15 37.44(10) . . ?
C17 Ru1 Cl1 158.50(8) . . ?
C17 Ru1 O1 116.22(10) . . ?
C17 Ru1 O2 94.46(9) . . ?
C17 Ru1 C13 68.73(11) . . ?
C17 Ru1 C14 80.53(11) . . ?
C17 Ru1 C15 67.81(10) . . ?
C17 Ru1 C16 37.97(10) . . ?
C18 Ru1 Cl1 154.32(8) . . ?
C18 Ru1 O1 89.75(9) . . ?
C18 Ru1 O2 122.20(9) . . ?
C18 Ru1 C13 38.31(11) . . ?
C18 Ru1 C14 68.11(10) . . ?
C18 Ru1 C15 80.81(10) . . ?
C18 Ru1 C16 68.73(10) . . ?
C18 Ru1 C17 37.83(10) . . ?
C1 O1 Ru1 126.16(18) . . ?
C10 O2 Ru1 124.62(17) . . ?
C8 O3 C7 116.2(2) . . ?
C11 O4 C8 113.2(2) . . ?
C2 C1 O1 116.7(2) . . ?
C9 C1 O1 126.4(2) . . ?
C9 C1 C2 116.9(2) . . ?
C3 C2 C1 122.4(2) . . ?
C7 C2 C1 118.3(2) . . ?
C7 C2 C3 119.0(2) . . ?
H3 C3 C2 119.73(16) . . ?
C4 C3 C2 120.5(2) . . ?
C4 C3 H3 119.73(16) . . ?
H4 C4 C3 120.07(16) . . ?
C5 C4 C3 119.9(3) . . ?
C5 C4 H4 120.07(17) . . ?
H5 C5 C4 119.76(17) . . ?
C6 C5 C4 120.5(3) . . ?
C6 C5 H5 119.76(17) . . ?
H6 C6 C5 120.10(17) . . ?
C7 C6 C5 119.8(3) . . ?
C7 C6 H6 120.10(16) . . ?
C2 C7 O3 122.2(2) . . ?
C6 C7 O3 117.5(2) . . ?
C6 C7 C2 120.2(2) . . ?
O4 C8 O3 109.8(2) . . ?
H8 C8 O3 108.72(13) . . ?
H8 C8 O4 108.72(14) . . ?
C9 C8 O3 112.5(2) . . ?
C9 C8 O4 108.3(2) . . ?
C9 C8 H8 108.72(14) . . ?
C8 C9 C1 119.3(2) . . ?
C10 C9 C1 124.0(3) . . ?
C10 C9 C8 116.1(2) . . ?
C9 C10 O2 128.8(3) . . ?
H10 C10 O2 115.60(15) . . ?
H10 C10 C9 115.60(16) . . ?
H11a C11 O4 109.5 . . ?
H11b C11 O4 109.5 . . ?
H11b C11 H11a 109.5 . . ?
H11c C11 O4 109.5 . . ?
H11c C11 H11a 109.5 . . ?
H11c C11 H11b 109.5 . . ?
H12b C12 H12a 109.5 . . ?
H12c C12 H12a 109.5 . . ?
H12c C12 H12b 109.5 . . ?
C13 C12 H12a 109.5 . . ?
C13 C12 H12b 109.5 . . ?
C13 C12 H12c 109.5 . . ?
C12 C13 Ru1 129.28(19) . . ?
C14 C13 Ru1 69.88(17) . . ?
C14 C13 C12 122.0(3) . . ?
C18 C13 Ru1 69.23(15) . . ?
C18 C13 C12 120.5(3) . . ?
C18 C13 C14 117.5(3) . . ?
C13 C14 Ru1 72.68(17) . . ?
H14 C14 Ru1 129.39(7) . . ?
H14 C14 C13 119.21(18) . . ?
C15 C14 Ru1 71.23(17) . . ?
C15 C14 C13 121.6(3) . . ?
C15 C14 H14 119.21(16) . . ?
C14 C15 Ru1 70.39(17) . . ?
H15 C15 Ru1 129.96(7) . . ?
H15 C15 C14 119.55(16) . . ?
C16 C15 Ru1 72.68(16) . . ?
C16 C15 C14 120.9(3) . . ?
C16 C15 H15 119.55(16) . . ?
C15 C16 Ru1 69.88(15) . . ?
C17 C16 Ru1 69.41(16) . . ?
C17 C16 C15 117.5(3) . . ?
C19 C16 Ru1 131.68(19) . . ?
C19 C16 C15 120.5(2) . . ?
C19 C16 C17 121.9(2) . . ?
C16 C17 Ru1 72.62(15) . . ?
H17 C17 Ru1 130.11(8) . . ?
H17 C17 C16 119.30(16) . . ?
C18 C17 Ru1 70.63(16) . . ?
C18 C17 C16 121.4(3) . . ?
C18 C17 H17 119.30(16) . . ?
C13 C18 Ru1 72.46(15) . . ?
C17 C18 Ru1 71.54(16) . . ?
C17 C18 C13 121.1(2) . . ?
H18 C18 Ru1 128.90(7) . . ?
H18 C18 C13 119.47(15) . . ?
H18 C18 C17 119.47(16) . . ?
H19 C19 C16 107.76(15) . . ?
C20 C19 C16 114.6(2) . . ?
C20 C19 H19 107.76(16) . . ?
C21 C19 C16 107.9(2) . . ?
C21 C19 H19 107.76(16) . . ?
C21 C19 C20 110.8(2) . . ?
H20a C20 C19 109.5 . . ?
H20b C20 C19 109.5 . . ?
H20b C20 H20a 109.5 . . ?
H20c C20 C19 109.5 . . ?
H20c C20 H20a 109.5 . . ?
H20c C20 H20b 109.5 . . ?
H21a C21 C19 109.5 . . ?
H21b C21 C19 109.5 . . ?
H21b C21 H21a 109.5 . . ?
H21c C21 C19 109.5 . . ?
H21c C21 H21a 109.5 . . ?
H21c C21 H21b 109.5 . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_chemical_melting_point          193
_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: DCM-MeOH'
_chemical_properties_physical    
Moisture-sensitive,Oxygen-sensitive,Light-sensitive
_exptl_crystal_preparation       'Magnetic properties,Luminescent'
