# 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 2020

####################################################################### 
# 
# 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_mo_17ca_bm_tse_c3_0ma
_database_code_depnum_ccdc_archive 'CCDC 1896188'
loop_
_audit_author_name
_audit_author_address
'Gershon Amenuvor'
;University of Johannesburg
South Africa
;
_audit_update_record             
;
2019-02-08 deposited with the CCDC.	2020-04-30 downloaded from the CCDC.
;
_audit_creation_date             2019-02-07
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C22 N O3 Rh, C1.5 O'
_chemical_formula_sum            'C20 H0 N O3 Rh'
_chemical_formula_weight         405.12
_chemical_melting_point          ?
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'
N N 0.0061 0.0033 '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'
Rh Rh -1.1178 0.9187 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'C 1 2/c 1'
_space_group_name_Hall           '-C 2yc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'

_cell_length_a                   37.913(5)
_cell_length_b                   6.9331(9)
_cell_length_c                   16.006(2)
_cell_angle_alpha                90
_cell_angle_beta                 102.150(5)
_cell_angle_gamma                90
_cell_volume                     4112.9(9)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    9955
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      28.14
_cell_measurement_theta_min      2.99
_shelx_estimated_absorpt_T_max   0.912
_shelx_estimated_absorpt_T_min   0.773
_exptl_absorpt_coefficient_mu    0.844
_exptl_absorpt_correction_T_max  0.0656
_exptl_absorpt_correction_T_min  0.0402
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.0567 before and 0.0500 after correction.
The Ratio of minimum to maximum transmission is 0.6128.
The λ/2 correction factor is 0.00150.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.309
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             1568
_exptl_crystal_size_max          0.321
_exptl_crystal_size_mid          0.291
_exptl_crystal_size_min          0.111
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0466
_diffrn_reflns_av_unetI/netI     0.0290
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       50
_diffrn_reflns_limit_h_min       -49
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            36918
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        26.000
_diffrn_reflns_theta_max         28.369
_diffrn_reflns_theta_min         2.604
_diffrn_ambient_temperature      100.01
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4285
_reflns_number_total             5139
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT V8.38A (?, 2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.38A (?, 2016)'
_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    ?
_refine_diff_density_max         3.506
_refine_diff_density_min         -1.363
_refine_diff_density_rms         0.170
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.052
_refine_ls_hydrogen_treatment    undef
_refine_ls_matrix_type           full
_refine_ls_number_parameters     267
_refine_ls_number_reflns         5139
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0647
_refine_ls_R_factor_gt           0.0559
_refine_ls_restrained_S_all      1.052
_refine_ls_shift/su_max          1.485
_refine_ls_shift/su_mean         0.043
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1116P)²+21.4520P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1657
_refine_ls_wR_factor_ref         0.1743
_refine_special_details          ?
_olex2_refinement_description    
;
;
_atom_sites_solution_hydrogens   .
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
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
Rh1 Rh 0.64780(2) 0.87714(5) 0.78405(2) 0.02367(14) Uani 1 1 d . . . . .
O3 O 0.68550(8) 1.0555(5) 0.75584(19) 0.0276(6) Uani 1 1 d . . . . .
O1 O 0.53904(9) 0.0084(5) 0.5766(2) 0.0385(8) Uani 1 1 d . . . . .
O2 O 0.51274(9) 0.2342(5) 0.4842(3) 0.0423(9) Uani 1 1 d . . . . .
N1 N 0.64887(9) 0.7181(5) 0.6747(2) 0.0222(7) Uani 1 1 d . . . . .
O4 O 0.4885(3) 0.3070(16) 0.6698(7) 0.149(4) Uani 1 1 d . . . . .
C17 C 0.62675(11) 0.3826(6) 0.6646(3) 0.0252(8) Uani 1 1 d . . . . .
C21 C 0.58982(12) 0.6413(6) 0.5893(3) 0.0287(9) Uani 1 1 d . . . . .
C9 C 0.70563(11) 1.0327(7) 0.7005(3) 0.0282(9) Uani 1 1 d . . . . .
C16 C 0.62174(11) 0.5772(6) 0.6423(2) 0.0234(8) Uani 1 1 d . . . . .
C23 C 0.5000 0.5920(18) 0.7500 0.087(4) Uani 1 2 d S T P . .
C5 C 0.59667(15) 0.7836(8) 0.8015(4) 0.0405(11) Uani 1 1 d . . . . .
C11 C 0.75521(17) 1.1578(11) 0.6420(4) 0.0568(17) Uani 1 1 d . . . . .
C7 C 0.6001(2) 1.1091(13) 0.8757(7) 0.087(3) Uani 1 1 d . . . . .
C10 C 0.73184(14) 1.1777(8) 0.6964(3) 0.0393(11) Uani 1 1 d . . . . .
C1 C 0.66517(14) 0.9657(8) 0.9141(3) 0.0365(10) Uani 1 1 d . . . . .
C12 C 0.75326(19) 1.0014(13) 0.5867(5) 0.072(2) Uani 1 1 d . . . . .
C3 C 0.6394(3) 0.6397(8) 0.9364(4) 0.060(2) Uani 1 1 d . . . . .
C8 C 0.63941(16) 1.0989(9) 0.8711(4) 0.0454(13) Uani 1 1 d . . . . .
C4 C 0.62345(15) 0.6527(7) 0.8407(3) 0.0345(10) Uani 1 1 d . . . . .
C2 C 0.6575(2) 0.8183(12) 0.9765(4) 0.068(2) Uani 1 1 d . . . . .
C6 C 0.5799(2) 0.9298(10) 0.8543(6) 0.073(2) Uani 1 1 d . . . . .
C13 C 0.72701(18) 0.8618(10) 0.5862(4) 0.0585(19) Uani 1 1 d . . . . .
C19 C 0.56727(11) 0.3147(6) 0.5804(3) 0.0276(8) Uani 1 1 d . . . . .
C24 C 0.4738(4) 0.4549(17) 0.6957(7) 0.113(4) Uani 1 1 d . . . . .
C14 C 0.70233(12) 0.8747(7) 0.6423(3) 0.0307(9) Uani 1 1 d . . . . .
C22 C 0.53797(11) 0.1752(7) 0.5462(3) 0.0303(9) Uani 1 1 d . . . . .
C15 C 0.67450(12) 0.7338(7) 0.6313(3) 0.0290(9) Uani 1 1 d . . . . .
C20 C 0.56272(12) 0.5091(7) 0.5571(3) 0.0318(9) Uani 1 1 d . . . . .
C18 C 0.59917(11) 0.2529(6) 0.6341(3) 0.0270(8) Uani 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
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
Rh1 O3 2.012(3) . ?
Rh1 N1 2.077(3) . ?
Rh1 C5 2.118(5) . ?
Rh1 C1 2.138(4) . ?
Rh1 C8 2.143(5) . ?
Rh1 C4 2.109(5) . ?
O3 C9 1.294(6) . ?
O1 C22 1.252(6) . ?
O2 C22 1.291(6) . ?
N1 C16 1.434(5) . ?
N1 C15 1.312(5) . ?
O4 C24 1.277(15) . ?
C17 C16 1.399(6) . ?
C17 C18 1.388(6) . ?
C21 C16 1.396(6) . ?
C21 C20 1.392(6) . ?
C9 C10 1.425(7) . ?
C9 C14 1.426(6) . ?
C23 C24 1.510(12) 2_656 ?
C23 C24 1.510(12) . ?
C5 C4 1.407(8) . ?
C5 C6 1.541(8) . ?
C11 C10 1.374(9) . ?
C11 C12 1.392(10) . ?
C7 C8 1.511(9) . ?
C7 C6 1.462(11) . ?
C1 C8 1.414(8) . ?
C1 C2 1.500(8) . ?
C12 C13 1.387(8) . ?
C3 C4 1.526(8) . ?
C3 C2 1.493(10) . ?
C13 C14 1.430(7) . ?
C19 C22 1.488(6) . ?
C19 C20 1.399(6) . ?
C19 C18 1.396(6) . ?
C14 C15 1.421(6) . ?

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
O3 Rh1 N1 89.79(13) . . ?
O3 Rh1 C5 158.61(17) . . ?
O3 Rh1 C1 87.38(17) . . ?
O3 Rh1 C8 85.1(2) . . ?
O3 Rh1 C4 161.07(18) . . ?
N1 Rh1 C5 97.44(18) . . ?
N1 Rh1 C1 156.50(17) . . ?
N1 Rh1 C8 163.93(19) . . ?
N1 Rh1 C4 93.37(16) . . ?
C5 Rh1 C1 93.6(2) . . ?
C5 Rh1 C8 82.5(2) . . ?
C1 Rh1 C8 38.6(2) . . ?
C4 Rh1 C5 38.9(2) . . ?
C4 Rh1 C1 82.3(2) . . ?
C4 Rh1 C8 96.4(2) . . ?
C9 O3 Rh1 128.8(3) . . ?
C16 N1 Rh1 121.8(3) . . ?
C15 N1 Rh1 123.3(3) . . ?
C15 N1 C16 114.9(3) . . ?
C18 C17 C16 118.9(4) . . ?
C20 C21 C16 119.5(4) . . ?
O3 C9 C10 117.5(4) . . ?
O3 C9 C14 123.9(4) . . ?
C10 C9 C14 118.6(4) . . ?
C17 C16 N1 121.1(4) . . ?
C21 C16 N1 117.8(4) . . ?
C21 C16 C17 121.1(4) . . ?
C24 C23 C24 102.0(13) 2_656 . ?
C4 C5 Rh1 70.2(3) . . ?
C4 C5 C6 121.5(6) . . ?
C6 C5 Rh1 111.5(4) . . ?
C10 C11 C12 121.8(5) . . ?
C6 C7 C8 115.0(6) . . ?
C11 C10 C9 120.5(5) . . ?
C8 C1 Rh1 70.9(3) . . ?
C8 C1 C2 123.9(6) . . ?
C2 C1 Rh1 112.9(4) . . ?
C13 C12 C11 119.3(6) . . ?
C2 C3 C4 115.6(5) . . ?
C7 C8 Rh1 110.4(4) . . ?
C1 C8 Rh1 70.5(3) . . ?
C1 C8 C7 126.5(7) . . ?
C5 C4 Rh1 70.9(3) . . ?
C5 C4 C3 125.6(5) . . ?
C3 C4 Rh1 111.0(4) . . ?
C3 C2 C1 114.5(5) . . ?
C7 C6 C5 115.6(5) . . ?
C12 C13 C14 121.1(5) . . ?
C20 C19 C22 119.2(4) . . ?
C18 C19 C22 120.7(4) . . ?
C18 C19 C20 120.2(4) . . ?
O4 C24 C23 114.5(12) . . ?
C9 C14 C13 118.6(4) . . ?
C15 C14 C9 124.7(4) . . ?
C15 C14 C13 116.5(4) . . ?
O1 C22 O2 123.3(4) . . ?
O1 C22 C19 119.8(4) . . ?
O2 C22 C19 116.9(4) . . ?
N1 C15 C14 127.2(4) . . ?
C21 C20 C19 119.7(4) . . ?
C17 C18 C19 120.6(4) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Rh1 O3 C9 C10 -176.6(3) . . . . ?
Rh1 O3 C9 C14 5.3(6) . . . . ?
Rh1 N1 C16 C17 -94.0(4) . . . . ?
Rh1 N1 C16 C21 84.6(4) . . . . ?
Rh1 N1 C15 C14 -9.5(7) . . . . ?
Rh1 C5 C4 C3 102.6(6) . . . . ?
Rh1 C5 C6 C7 5.1(10) . . . . ?
Rh1 C1 C8 C7 101.4(6) . . . . ?
Rh1 C1 C2 C3 0.1(9) . . . . ?
O3 C9 C10 C11 176.9(5) . . . . ?
O3 C9 C14 C13 -177.8(5) . . . . ?
O3 C9 C14 C15 6.8(7) . . . . ?
C9 C14 C15 N1 -4.0(8) . . . . ?
C16 N1 C15 C14 172.2(4) . . . . ?
C16 C17 C18 C19 1.4(6) . . . . ?
C16 C21 C20 C19 2.1(7) . . . . ?
C11 C12 C13 C14 -0.8(13) . . . . ?
C10 C9 C14 C13 4.1(7) . . . . ?
C10 C9 C14 C15 -171.3(5) . . . . ?
C10 C11 C12 C13 0.1(13) . . . . ?
C12 C11 C10 C9 2.8(11) . . . . ?
C12 C13 C14 C9 -1.3(11) . . . . ?
C12 C13 C14 C15 174.5(7) . . . . ?
C8 C7 C6 C5 -20.5(13) . . . . ?
C8 C1 C2 C3 81.9(9) . . . . ?
C4 C5 C6 C7 84.5(9) . . . . ?
C4 C3 C2 C1 -14.2(11) . . . . ?
C2 C1 C8 Rh1 -105.3(5) . . . . ?
C2 C1 C8 C7 -3.9(9) . . . . ?
C2 C3 C4 Rh1 21.4(8) . . . . ?
C2 C3 C4 C5 -59.5(10) . . . . ?
C6 C5 C4 Rh1 -103.6(5) . . . . ?
C6 C5 C4 C3 -1.1(9) . . . . ?
C6 C7 C8 Rh1 25.4(11) . . . . ?
C6 C7 C8 C1 -54.9(11) . . . . ?
C13 C14 C15 N1 -179.5(5) . . . . ?
C24 C23 C24 O4 -39.9(9) 2_656 . . . ?
C14 C9 C10 C11 -4.9(8) . . . . ?
C22 C19 C20 C21 179.4(4) . . . . ?
C22 C19 C18 C17 178.8(4) . . . . ?
C15 N1 C16 C17 84.3(5) . . . . ?
C15 N1 C16 C21 -97.2(5) . . . . ?
C20 C21 C16 N1 -179.6(4) . . . . ?
C20 C21 C16 C17 -1.0(7) . . . . ?
C20 C19 C22 O1 -168.7(5) . . . . ?
C20 C19 C22 O2 12.7(7) . . . . ?
C20 C19 C18 C17 -0.3(7) . . . . ?
C18 C17 C16 N1 177.7(4) . . . . ?
C18 C17 C16 C21 -0.8(6) . . . . ?
C18 C19 C22 O1 12.2(7) . . . . ?
C18 C19 C22 O2 -166.4(4) . . . . ?
C18 C19 C20 C21 -1.5(7) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
