# Electronic Supplementary Material (ESI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 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. 
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data_1-NCCH3
_database_code_depnum_ccdc_archive 'CCDC 1912971'
loop_
_audit_author_name
_audit_author_address
'Victor W. Day'
;University of Kansas
United States of America
;
_audit_update_record             
;
2019-04-29 deposited with the CCDC.	2019-05-28 downloaded from the CCDC.
;
_audit_creation_date             2019-04-09
_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         '4(C23 H28 N3 Rh), 8(F6 P)'
_chemical_formula_sum            'C92 H112 F48 N12 P8 Rh4'
_chemical_formula_weight         2957.33
_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 0.0181 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'
P P 0.2955 0.4335 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Rh Rh 0.0927 3.6045 '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      orthorhombic
_space_group_IT_number           62
_space_group_name_H-M_alt        'P n m a'
_space_group_name_Hall           '-P 2ac 2n'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z'
'x+1/2, -y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'x, -y-1/2, z'
'-x-1/2, y-1/2, z-1/2'

_cell_length_a                   16.7908(7)
_cell_length_b                   15.7747(6)
_cell_length_c                   10.9869(5)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2910.1(2)
_cell_formula_units_Z            1
_cell_measurement_reflns_used    8248
_cell_measurement_temperature    200(2)
_cell_measurement_theta_max      70.286
_cell_measurement_theta_min      4.810
_shelx_estimated_absorpt_T_max   0.776
_shelx_estimated_absorpt_T_min   0.501
_exptl_absorpt_coefficient_mu    6.686
_exptl_absorpt_correction_T_max  0.7533
_exptl_absorpt_correction_T_min  0.4095
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
'SADABS-2014/5 (Bruker,2014/5) was used for absorption correction. wR2(int) was 0.1293 before and 0.0653 after correction. The Ratio of minimum to maximum transmission is 0.5436. 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    1.687
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       prism
_exptl_crystal_F_000             1480
_exptl_crystal_size_max          0.12
_exptl_crystal_size_mid          0.06
_exptl_crystal_size_min          0.04
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0908
_diffrn_reflns_av_unetI/netI     0.0423
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.982
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            26516
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.982
_diffrn_reflns_theta_full        66.000
_diffrn_reflns_theta_max         70.510
_diffrn_reflns_theta_min         4.810
_diffrn_ambient_temperature      199.99
_diffrn_detector                 'Bruker APEX2 area detector'
_diffrn_detector_area_resol_mean 7.9
_diffrn_detector_type            'CCD area detector'
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.982
_diffrn_measurement_device       'three-circle diffractometer'
_diffrn_measurement_device_type  'Bruker MicroStar microfocus rotating anode'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_radiation_monochromator  'mirror optics'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'microfocus rotating anode generator'
_diffrn_source_type              'Bruker MicroStar'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2517
_reflns_number_total             2850
_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 v8.34A (Bruker, 2013)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT v8.34A (Bruker, 2013)'
_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    'XT (Sheldrick, 2015)'
_refine_diff_density_max         0.468
_refine_diff_density_min         -0.662
_refine_diff_density_rms         0.079
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.033
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     212
_refine_ls_number_reflns         2850
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0408
_refine_ls_R_factor_gt           0.0350
_refine_ls_restrained_S_all      1.033
_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)+(0.0351P)²+4.5288P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0831
_refine_ls_wR_factor_ref         0.0867
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Others
 Fixed Sof: H10A(0.5) H10B(0.5) H10C(0.5) H14A(0.5) H14B(0.5) H14C(0.5)
 F6(0.5) F7(0.5)
3.a Secondary CH2 refined with riding coordinates:
 C6(H6A,H6B)
3.b Aromatic/amide H refined with riding coordinates:
 C1(H1), C2(H2), C3(H3), C4(H4)
3.c Idealised Me refined as rotating group:
 C10(H10A,H10B,H10C), C11(H11A,H11B,H11C), C12(H12A,H12B,H12C), C14(H14A,H14B,
 H14C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_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 0.44478(2) 0.2500 0.35906(3) 0.02291(12) Uani 1 2 d S T P . .
N1 N 0.35278(15) 0.34059(17) 0.3529(2) 0.0309(5) Uani 1 1 d . . . . .
N3 N 0.4456(2) 0.2500 0.1698(3) 0.0319(8) Uani 1 2 d S T P . .
C1 C 0.3629(2) 0.4134(2) 0.2893(3) 0.0383(7) Uani 1 1 d . . . . .
H1 H 0.4082 0.4189 0.2380 0.046 Uiso 1 1 calc R . . . .
C2 C 0.3097(2) 0.4796(2) 0.2967(4) 0.0492(9) Uani 1 1 d . . . . .
H2 H 0.3181 0.5299 0.2509 0.059 Uiso 1 1 calc R . . . .
C3 C 0.2442(2) 0.4721(3) 0.3713(4) 0.0528(10) Uani 1 1 d . . . . .
H3 H 0.2077 0.5177 0.3801 0.063 Uiso 1 1 calc R . . . .
C4 C 0.2325(2) 0.3967(2) 0.4333(4) 0.0444(8) Uani 1 1 d . . . . .
H4 H 0.1867 0.3897 0.4830 0.053 Uiso 1 1 calc R . . . .
C5 C 0.28720(18) 0.3313(2) 0.4233(3) 0.0331(7) Uani 1 1 d . . . . .
C6 C 0.2779(3) 0.2500 0.4931(5) 0.0398(11) Uani 1 2 d S T P . .
H6A H 0.3174 0.2500 0.5600 0.048 Uiso 1 2 calc RS T P . .
H6B H 0.2244 0.2500 0.5310 0.048 Uiso 1 2 calc RS T P . .
C7 C 0.5742(2) 0.2500 0.3680(4) 0.0297(9) Uani 1 2 d S T P . .
C8 C 0.54280(17) 0.17656(18) 0.4263(3) 0.0291(6) Uani 1 1 d . . . . .
C9 C 0.49551(18) 0.20476(19) 0.5284(3) 0.0285(6) Uani 1 1 d . . . . .
C10 C 0.6300(3) 0.2500 0.2635(5) 0.0469(12) Uani 1 2 d S T P . .
H10A H 0.6129 0.2923 0.2037 0.070 Uiso 0.5 1 calc GR . . A -1
H10B H 0.6304 0.1938 0.2256 0.070 Uiso 0.5 1 calc GR . . A -1
H10C H 0.6837 0.2639 0.2921 0.070 Uiso 0.5 1 calc GR . . A -1
C11 C 0.5635(2) 0.0860(2) 0.3997(4) 0.0422(8) Uani 1 1 d . . . . .
H11A H 0.5777 0.0803 0.3135 0.063 Uiso 1 1 calc GR . . . .
H11B H 0.5176 0.0498 0.4178 0.063 Uiso 1 1 calc GR . . . .
H11C H 0.6088 0.0688 0.4503 0.063 Uiso 1 1 calc GR . . . .
C12 C 0.4576(2) 0.1481(2) 0.6208(3) 0.0404(8) Uani 1 1 d . . . . .
H12A H 0.4188 0.1805 0.6685 0.061 Uiso 1 1 calc GR . . . .
H12B H 0.4987 0.1254 0.6752 0.061 Uiso 1 1 calc GR . . . .
H12C H 0.4305 0.1012 0.5794 0.061 Uiso 1 1 calc GR . . . .
C13 C 0.4545(3) 0.2500 0.0683(4) 0.0331(10) Uani 1 2 d S T P . .
C14 C 0.4678(4) 0.2500 -0.0623(5) 0.0542(15) Uani 1 2 d S T P . .
H14A H 0.5197 0.2757 -0.0800 0.081 Uiso 0.5 1 calc GR . . B -1
H14B H 0.4257 0.2827 -0.1024 0.081 Uiso 0.5 1 calc GR . . B -1
H14C H 0.4671 0.1916 -0.0926 0.081 Uiso 0.5 1 calc GR . . B -1
P2 P 0.72362(9) 0.2500 0.66083(14) 0.0521(4) Uani 1 2 d S T P . .
F4 F 0.6732(3) 0.3195(2) 0.5947(4) 0.139(2) Uani 1 1 d . . . . .
F5 F 0.7729(3) 0.3179(2) 0.7309(4) 0.1284(18) Uani 1 1 d . . . . .
F6 F 0.7804(5) 0.2834(6) 0.5575(6) 0.130(4) Uani 0.5 1 d . . . C 2
F7 F 0.6662(4) 0.2753(5) 0.7668(7) 0.110(3) Uani 0.5 1 d . . . C 2
P1 P 0.5000 0.0000 0.0000 0.0329(3) Uani 1 2 d S T P . .
F1 F 0.46498(15) -0.07328(16) -0.0840(3) 0.0671(7) Uani 1 1 d . . . . .
F2 F 0.41956(14) 0.05230(16) -0.0084(3) 0.0649(7) Uani 1 1 d . . . . .
F3 F 0.5340(2) 0.04748(19) -0.1159(3) 0.0834(9) 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 N1 2.106(3) 7_565 ?
Rh1 N1 2.106(3) . ?
Rh1 N3 2.080(4) . ?
Rh1 C7 2.176(4) . ?
Rh1 C8 2.144(3) 7_565 ?
Rh1 C8 2.144(3) . ?
Rh1 C9 2.167(3) 7_565 ?
Rh1 C9 2.167(3) . ?
N1 C1 1.355(4) . ?
N1 C5 1.354(4) . ?
N3 C13 1.125(6) . ?
C1 H1 0.9500 . ?
C1 C2 1.377(5) . ?
C2 H2 0.9500 . ?
C2 C3 1.377(6) . ?
C3 H3 0.9500 . ?
C3 C4 1.384(6) . ?
C4 H4 0.9500 . ?
C4 C5 1.385(5) . ?
C5 C6 1.503(4) . ?
C6 C5 1.503(4) 7_565 ?
C6 H6A 0.9900 . ?
C6 H6B 0.9900 . ?
C7 C8 1.426(4) . ?
C7 C8 1.426(4) 7_565 ?
C7 C10 1.482(6) . ?
C8 C9 1.444(4) . ?
C8 C11 1.499(4) . ?
C9 C9 1.427(6) 7_565 ?
C9 C12 1.495(4) . ?
C10 H10A 0.9800 . ?
C10 H10B 0.9800 . ?
C10 H10C 0.9800 . ?
C11 H11A 0.9800 . ?
C11 H11B 0.9800 . ?
C11 H11C 0.9800 . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
C13 C14 1.452(7) . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C14 H14C 0.9800 . ?
P2 F4 1.563(3) . ?
P2 F4 1.563(3) 7_565 ?
P2 F5 1.558(3) . ?
P2 F5 1.558(3) 7_565 ?
P2 F6 1.574(7) . ?
P2 F6 1.574(7) 7_565 ?
P2 F7 1.564(7) . ?
P2 F7 1.564(7) 7_565 ?
F6 F6 1.053(18) 7_565 ?
F7 F7 0.799(16) 7_565 ?
P1 F1 1.592(2) 5_655 ?
P1 F1 1.592(2) . ?
P1 F2 1.585(2) 5_655 ?
P1 F2 1.585(2) . ?
P1 F3 1.584(3) 5_655 ?
P1 F3 1.584(3) . ?

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
N1 Rh1 N1 85.49(15) 7_565 . ?
N1 Rh1 C7 137.26(7) 7_565 . ?
N1 Rh1 C7 137.26(7) . . ?
N1 Rh1 C8 160.23(11) 7_565 7_565 ?
N1 Rh1 C8 101.98(11) . 7_565 ?
N1 Rh1 C8 160.23(11) . . ?
N1 Rh1 C8 101.98(11) 7_565 . ?
N1 Rh1 C9 95.31(11) . 7_565 ?
N1 Rh1 C9 122.66(11) 7_565 7_565 ?
N1 Rh1 C9 95.31(11) 7_565 . ?
N1 Rh1 C9 122.65(11) . . ?
N3 Rh1 N1 88.44(10) . 7_565 ?
N3 Rh1 N1 88.44(10) . . ?
N3 Rh1 C7 92.19(16) . . ?
N3 Rh1 C8 109.85(12) . 7_565 ?
N3 Rh1 C8 109.85(12) . . ?
N3 Rh1 C9 148.85(11) . . ?
N3 Rh1 C9 148.85(11) . 7_565 ?
C8 Rh1 C7 38.53(10) . . ?
C8 Rh1 C7 38.53(10) 7_565 . ?
C8 Rh1 C8 65.42(16) . 7_565 ?
C8 Rh1 C9 39.14(12) 7_565 7_565 ?
C8 Rh1 C9 65.19(11) . 7_565 ?
C8 Rh1 C9 65.19(11) 7_565 . ?
C8 Rh1 C9 39.14(12) . . ?
C9 Rh1 C7 64.45(14) 7_565 . ?
C9 Rh1 C7 64.45(14) . . ?
C9 Rh1 C9 38.45(16) . 7_565 ?
C1 N1 Rh1 120.0(2) . . ?
C5 N1 Rh1 120.3(2) . . ?
C5 N1 C1 119.3(3) . . ?
C13 N3 Rh1 172.8(4) . . ?
N1 C1 H1 119.0 . . ?
N1 C1 C2 122.1(3) . . ?
C2 C1 H1 119.0 . . ?
C1 C2 H2 120.4 . . ?
C1 C2 C3 119.2(4) . . ?
C3 C2 H2 120.4 . . ?
C2 C3 H3 120.7 . . ?
C2 C3 C4 118.7(3) . . ?
C4 C3 H3 120.7 . . ?
C3 C4 H4 119.8 . . ?
C3 C4 C5 120.5(3) . . ?
C5 C4 H4 119.8 . . ?
N1 C5 C4 120.3(3) . . ?
N1 C5 C6 118.0(3) . . ?
C4 C5 C6 121.7(3) . . ?
C5 C6 C5 117.2(4) 7_565 . ?
C5 C6 H6A 108.0 7_565 . ?
C5 C6 H6A 108.0 . . ?
C5 C6 H6B 108.0 7_565 . ?
C5 C6 H6B 108.0 . . ?
H6A C6 H6B 107.2 . . ?
C8 C7 Rh1 69.5(2) . . ?
C8 C7 Rh1 69.5(2) 7_565 . ?
C8 C7 C8 108.7(4) . 7_565 ?
C8 C7 C10 125.64(19) 7_565 . ?
C8 C7 C10 125.64(19) . . ?
C10 C7 Rh1 126.6(3) . . ?
C7 C8 Rh1 71.94(19) . . ?
C7 C8 C9 107.6(3) . . ?
C7 C8 C11 126.9(3) . . ?
C9 C8 Rh1 71.28(16) . . ?
C9 C8 C11 125.0(3) . . ?
C11 C8 Rh1 128.7(2) . . ?
C8 C9 Rh1 69.57(16) . . ?
C8 C9 C12 125.2(3) . . ?
C9 C9 Rh1 70.77(8) 7_565 . ?
C9 C9 C8 107.94(17) 7_565 . ?
C9 C9 C12 126.73(18) 7_565 . ?
C12 C9 Rh1 127.8(2) . . ?
C7 C10 H10A 109.5 . . ?
C7 C10 H10B 109.5 . . ?
C7 C10 H10C 109.5 . . ?
H10A C10 H10B 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
C8 C11 H11A 109.5 . . ?
C8 C11 H11B 109.5 . . ?
C8 C11 H11C 109.5 . . ?
H11A C11 H11B 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
C9 C12 H12A 109.5 . . ?
C9 C12 H12B 109.5 . . ?
C9 C12 H12C 109.5 . . ?
H12A C12 H12B 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
N3 C13 C14 178.8(6) . . ?
C13 C14 H14A 109.5 . . ?
C13 C14 H14B 109.5 . . ?
C13 C14 H14C 109.5 . . ?
H14A C14 H14B 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
F4 P2 F4 89.0(3) . 7_565 ?
F4 P2 F6 76.0(4) 7_565 7_565 ?
F4 P2 F6 103.1(4) . 7_565 ?
F4 P2 F6 76.0(4) . . ?
F4 P2 F6 103.1(4) 7_565 . ?
F4 P2 F7 101.0(4) . 7_565 ?
F4 P2 F7 101.0(4) 7_565 . ?
F4 P2 F7 80.4(4) . . ?
F4 P2 F7 80.4(4) 7_565 7_565 ?
F5 P2 F4 92.01(17) . . ?
F5 P2 F4 92.01(17) 7_565 7_565 ?
F5 P2 F4 178.1(3) . 7_565 ?
F5 P2 F4 178.1(3) 7_565 . ?
F5 P2 F5 86.9(2) . 7_565 ?
F5 P2 F6 105.4(4) . 7_565 ?
F5 P2 F6 78.7(4) . . ?
F5 P2 F6 78.7(4) 7_565 7_565 ?
F5 P2 F6 105.4(4) 7_565 . ?
F5 P2 F7 77.5(4) . . ?
F5 P2 F7 97.8(3) . 7_565 ?
F5 P2 F7 77.5(4) 7_565 7_565 ?
F5 P2 F7 97.8(3) 7_565 . ?
F6 P2 F6 39.1(7) . 7_565 ?
F7 P2 F6 175.2(4) 7_565 . ?
F7 P2 F6 175.2(4) . 7_565 ?
F7 P2 F6 145.6(5) . . ?
F7 P2 F6 145.6(5) 7_565 7_565 ?
F7 P2 F7 29.6(6) 7_565 . ?
F6 F6 P2 70.4(3) 7_565 . ?
F7 F7 P2 75.2(3) 7_565 . ?
F1 P1 F1 180.0 5_655 . ?
F2 P1 F1 91.68(13) 5_655 5_655 ?
F2 P1 F1 91.68(13) . . ?
F2 P1 F1 88.32(13) 5_655 . ?
F2 P1 F1 88.32(13) . 5_655 ?
F2 P1 F2 180.0 5_655 . ?
F3 P1 F1 89.41(17) . 5_655 ?
F3 P1 F1 89.41(17) 5_655 . ?
F3 P1 F1 90.59(17) . . ?
F3 P1 F1 90.59(17) 5_655 5_655 ?
F3 P1 F2 90.81(17) 5_655 5_655 ?
F3 P1 F2 89.19(17) 5_655 . ?
F3 P1 F2 90.81(17) . . ?
F3 P1 F2 89.19(17) . 5_655 ?
F3 P1 F3 180.00(12) 5_655 . ?

_olex2_submission_special_instructions 'No special instructions were received'
_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: acetonitrile, diethyl ether'
####################################################################### 
# 
# 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-Cl
_database_code_depnum_ccdc_archive 'CCDC 1912972'
loop_
_audit_author_name
_audit_author_address
'Victor W. Day'
;University of Kansas
United States of America
;
_audit_update_record             
;
2019-04-29 deposited with the CCDC.	2019-05-28 downloaded from the CCDC.
;
_audit_creation_date             2016-10-28
_audit_creation_method           
;
Olex2 1.2
(compiled 2016.09.09 svn.r3337 for OlexSys, GUI svn.r5227)
;
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C10.5 H12.5 Cl0.5 N Rh0.5, F3 P0.5'
_chemical_formula_sum            'C10.50 H12.50 Cl0.50 F3 N P0.50 Rh0.50'
_chemical_formula_weight         294.38
_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'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 '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'
P P 0.1023 0.0942 '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      orthorhombic
_space_group_IT_number           62
_space_group_name_H-M_alt        'P n m a'
_space_group_name_Hall           '-P 2ac 2n'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z'
'x+1/2, -y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'x, -y-1/2, z'
'-x-1/2, y-1/2, z-1/2'

_cell_length_a                   13.882(2)
_cell_length_b                   12.3599(19)
_cell_length_c                   13.397(2)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2298.6(6)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    9866
_cell_measurement_temperature    200(2)
_cell_measurement_theta_max      33.097
_cell_measurement_theta_min      2.242
_shelx_estimated_absorpt_T_max   0.776
_shelx_estimated_absorpt_T_min   0.607
_exptl_absorpt_coefficient_mu    0.989
_exptl_absorpt_correction_T_max  0.7465
_exptl_absorpt_correction_T_min  0.6050
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2014/2 (Bruker,2014/2) was used for absorption correction.
wR2(int) was 0.0658 before and 0.0492 after correction.
The Ratio of minimum to maximum transmission is 0.8104.
The λ/2 correction factor is 0.00150.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            orange
_exptl_crystal_colour_primary    orange
_exptl_crystal_density_diffrn    1.701
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       irregular
_exptl_crystal_F_000             1184
_exptl_crystal_size_max          0.56
_exptl_crystal_size_mid          0.37
_exptl_crystal_size_min          0.27
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0348
_diffrn_reflns_av_unetI/netI     0.0225
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.987
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_h_min       -21
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            30764
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.987
_diffrn_reflns_theta_full        26.000
_diffrn_reflns_theta_max         33.166
_diffrn_reflns_theta_min         2.113
_diffrn_ambient_temperature      199.99
_diffrn_detector                 'Bruker APEX2 area detector'
_diffrn_detector_area_resol_mean 7.9
_diffrn_detector_type            'CCD area detector'
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.987
_diffrn_measurement_device       'three-circle diffractometer'
_diffrn_measurement_device_type  'Bruker SMART APEX2 area detector'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_radiation_monochromator  'mirror optics'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'microfocus sealed X-ray tube'
_diffrn_source_type              'Incoatec I\ms'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3689
_reflns_number_total             4506
_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 v8.34A (Bruker, 2013)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT v8.34A (Bruker, 2013)'
_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)'
_refine_diff_density_max         0.911
_refine_diff_density_min         -0.895
_refine_diff_density_rms         0.103
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.039
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     166
_refine_ls_number_reflns         4506
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0488
_refine_ls_R_factor_gt           0.0371
_refine_ls_restrained_S_all      1.039
_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/[σ²(Fo²)+(0.0403P)²+4.2341P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0916
_refine_ls_wR_factor_ref         0.1012
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C6(H6A,H6B)
2.b Aromatic/amide H refined with riding coordinates:
 C1(H1), C2(H2), C3(H3), C4(H4)
2.c Idealised Me refined as rotating group:
 C11(H11A,H11B,H11C), C12(H12A,H12B,H12C)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_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 0.59230(2) 0.2500 0.68764(2) 0.01976(7) Uani 1 2 d S T P . .
Cl1 Cl 0.71071(6) 0.2500 0.81898(6) 0.03359(17) Uani 1 2 d S T P . .
N1 N 0.67818(13) 0.36667(17) 0.61545(15) 0.0289(4) Uani 1 1 d . . . . .
C1 C 0.6975(2) 0.4597(2) 0.6640(2) 0.0394(5) Uani 1 1 d . . . . .
H1 H 0.6752 0.4677 0.7306 0.047 Uiso 1 1 calc R . . . .
C2 C 0.7480(2) 0.5434(2) 0.6211(3) 0.0512(8) Uani 1 1 d . . . . .
H2 H 0.7597 0.6084 0.6570 0.061 Uiso 1 1 calc R . . . .
C3 C 0.7813(2) 0.5307(3) 0.5250(3) 0.0521(8) Uani 1 1 d . . . . .
H3 H 0.8158 0.5874 0.4932 0.063 Uiso 1 1 calc R . . . .
C4 C 0.76408(18) 0.4348(3) 0.4753(2) 0.0441(7) Uani 1 1 d . . . . .
H4 H 0.7883 0.4244 0.4096 0.053 Uiso 1 1 calc R . . . .
C5 C 0.71091(15) 0.3530(2) 0.52163(18) 0.0331(5) Uani 1 1 d . . . . .
C6 C 0.6856(3) 0.2500 0.4683(2) 0.0393(8) Uani 1 2 d S T P . .
H6A H 0.7186 0.2500 0.4028 0.047 Uiso 1 2 calc RS T P . .
H6B H 0.6154 0.2500 0.4553 0.047 Uiso 1 2 calc RS T P . .
C7 C 0.4517(2) 0.2500 0.6188(2) 0.0282(6) Uani 1 2 d S T P . .
C8 C 0.45998(15) 0.3437(2) 0.68196(17) 0.0279(4) Uani 1 1 d . . . . .
C9 C 0.47738(14) 0.30886(19) 0.78132(16) 0.0273(4) Uani 1 1 d . . . . .
C10 C 0.4219(3) 0.2500 0.5121(3) 0.0415(9) Uani 1 2 d S T P . .
H10A H 0.445(2) 0.191(3) 0.481(3) 0.046(9) Uiso 1 1 d . . . . .
H10B H 0.351(4) 0.2500 0.514(4) 0.046(13) Uiso 1 2 d S T P . .
C11 C 0.4490(2) 0.4582(2) 0.6488(3) 0.0458(7) Uani 1 1 d . . . . .
H11A H 0.4880 0.5053 0.6915 0.069 Uiso 1 1 calc GR . . . .
H11B H 0.3812 0.4795 0.6535 0.069 Uiso 1 1 calc GR . . . .
H11C H 0.4707 0.4650 0.5794 0.069 Uiso 1 1 calc GR . . . .
C12 C 0.4877(2) 0.3781(3) 0.8725(2) 0.0434(6) Uani 1 1 d . . . . .
H12A H 0.4250 0.3850 0.9056 0.065 Uiso 1 1 calc GR . . . .
H12B H 0.5109 0.4500 0.8531 0.065 Uiso 1 1 calc GR . . . .
H12C H 0.5339 0.3447 0.9184 0.065 Uiso 1 1 calc GR . . . .
P1 P 0.97741(8) 0.2500 0.31268(7) 0.03525(19) Uani 1 2 d S T P . .
F1 F 0.9145(2) 0.2500 0.4131(3) 0.0781(10) Uani 1 2 d S T P . .
F2 F 1.0423(3) 0.3389(3) 0.3592(3) 0.1186(12) Uani 1 1 d . . . . .
F3 F 1.0349(4) 0.2500 0.2152(3) 0.137(2) Uani 1 2 d S T P . .
F4 F 0.9083(2) 0.1598(3) 0.2701(3) 0.1164(13) 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 Cl1 2.4078(8) . ?
Rh1 N1 2.1061(19) 7_565 ?
Rh1 N1 2.1062(19) . ?
Rh1 C7 2.159(3) . ?
Rh1 C8 2.173(2) 7_565 ?
Rh1 C8 2.173(2) . ?
Rh1 C9 2.156(2) 7_565 ?
Rh1 C9 2.156(2) . ?
N1 C1 1.347(3) . ?
N1 C5 1.347(3) . ?
C1 H1 0.9500 . ?
C1 C2 1.376(4) . ?
C2 H2 0.9500 . ?
C2 C3 1.378(5) . ?
C3 H3 0.9500 . ?
C3 C4 1.380(5) . ?
C4 H4 0.9500 . ?
C4 C5 1.398(4) . ?
C5 C6 1.501(3) . ?
C6 C5 1.501(3) 7_565 ?
C6 H6A 0.9900 . ?
C6 H6B 0.9900 . ?
C7 C8 1.439(3) 7_565 ?
C7 C8 1.439(3) . ?
C7 C10 1.488(5) . ?
C8 C9 1.420(3) . ?
C8 C11 1.490(4) . ?
C9 C9 1.455(5) 7_565 ?
C9 C12 1.499(3) . ?
C10 H10A 0.90(3) . ?
C10 H10B 0.98(5) . ?
C11 H11A 0.9800 . ?
C11 H11B 0.9800 . ?
C11 H11C 0.9800 . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
P1 F1 1.603(3) . ?
P1 F2 1.551(3) 7_565 ?
P1 F2 1.551(3) . ?
P1 F3 1.531(4) . ?
P1 F4 1.577(3) . ?
P1 F4 1.577(3) 7_565 ?

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
N1 Rh1 Cl1 87.09(6) . . ?
N1 Rh1 Cl1 87.09(6) 7_565 . ?
N1 Rh1 N1 86.42(11) 7_565 . ?
N1 Rh1 C7 108.39(8) 7_565 . ?
N1 Rh1 C7 108.39(8) . . ?
N1 Rh1 C8 145.83(8) 7_565 . ?
N1 Rh1 C8 145.83(8) . 7_565 ?
N1 Rh1 C8 95.59(8) . . ?
N1 Rh1 C8 95.59(8) 7_565 7_565 ?
N1 Rh1 C9 156.50(9) . 7_565 ?
N1 Rh1 C9 117.07(8) . . ?
N1 Rh1 C9 156.50(9) 7_565 . ?
N1 Rh1 C9 117.07(8) 7_565 7_565 ?
C7 Rh1 Cl1 158.35(9) . . ?
C7 Rh1 C8 38.81(8) . 7_565 ?
C7 Rh1 C8 38.81(8) . . ?
C8 Rh1 Cl1 127.06(6) . . ?
C8 Rh1 Cl1 127.06(6) 7_565 . ?
C8 Rh1 C8 64.43(13) . 7_565 ?
C9 Rh1 Cl1 94.57(6) . . ?
C9 Rh1 Cl1 94.57(6) 7_565 . ?
C9 Rh1 C7 65.15(10) 7_565 . ?
C9 Rh1 C7 65.15(10) . . ?
C9 Rh1 C8 38.29(8) . . ?
C9 Rh1 C8 64.84(9) 7_565 . ?
C9 Rh1 C8 38.29(8) 7_565 7_565 ?
C9 Rh1 C8 64.84(9) . 7_565 ?
C9 Rh1 C9 39.44(13) . 7_565 ?
C1 N1 Rh1 118.35(17) . . ?
C5 N1 Rh1 122.23(17) . . ?
C5 N1 C1 119.4(2) . . ?
N1 C1 H1 118.6 . . ?
N1 C1 C2 122.8(3) . . ?
C2 C1 H1 118.6 . . ?
C1 C2 H2 120.8 . . ?
C1 C2 C3 118.4(3) . . ?
C3 C2 H2 120.8 . . ?
C2 C3 H3 120.3 . . ?
C2 C3 C4 119.4(3) . . ?
C4 C3 H3 120.3 . . ?
C3 C4 H4 120.1 . . ?
C3 C4 C5 119.9(3) . . ?
C5 C4 H4 120.1 . . ?
N1 C5 C4 120.1(3) . . ?
N1 C5 C6 118.1(2) . . ?
C4 C5 C6 121.7(2) . . ?
C5 C6 C5 115.9(3) . 7_565 ?
C5 C6 H6A 108.3 . . ?
C5 C6 H6A 108.3 7_565 . ?
C5 C6 H6B 108.3 7_565 . ?
C5 C6 H6B 108.3 . . ?
H6A C6 H6B 107.4 . . ?
C8 C7 Rh1 71.12(14) 7_565 . ?
C8 C7 Rh1 71.11(14) . . ?
C8 C7 C8 107.2(3) 7_565 . ?
C8 C7 C10 125.96(14) 7_565 . ?
C8 C7 C10 125.96(14) . . ?
C10 C7 Rh1 131.4(2) . . ?
C7 C8 Rh1 70.08(14) . . ?
C7 C8 C11 125.5(2) . . ?
C9 C8 Rh1 70.21(12) . . ?
C9 C8 C7 108.7(2) . . ?
C9 C8 C11 125.8(2) . . ?
C11 C8 Rh1 127.05(18) . . ?
C8 C9 Rh1 71.50(12) . . ?
C8 C9 C9 107.67(14) . 7_565 ?
C8 C9 C12 127.4(2) . . ?
C9 C9 Rh1 70.28(6) 7_565 . ?
C9 C9 C12 124.84(16) 7_565 . ?
C12 C9 Rh1 126.63(16) . . ?
C7 C10 H10A 110(2) . . ?
C7 C10 H10B 105(3) . . ?
H10A C10 H10B 111(3) . . ?
C8 C11 H11A 109.5 . . ?
C8 C11 H11B 109.5 . . ?
C8 C11 H11C 109.5 . . ?
H11A C11 H11B 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
C9 C12 H12A 109.5 . . ?
C9 C12 H12B 109.5 . . ?
C9 C12 H12C 109.5 . . ?
H12A C12 H12B 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
F2 P1 F1 88.80(17) . . ?
F2 P1 F1 88.80(17) 7_565 . ?
F2 P1 F2 90.2(3) . 7_565 ?
F2 P1 F4 177.2(2) 7_565 7_565 ?
F2 P1 F4 177.2(2) . . ?
F2 P1 F4 89.9(2) . 7_565 ?
F2 P1 F4 89.9(2) 7_565 . ?
F3 P1 F1 178.4(3) . . ?
F3 P1 F2 92.3(2) . . ?
F3 P1 F2 92.3(2) . 7_565 ?
F3 P1 F4 90.5(2) . . ?
F3 P1 F4 90.5(2) . 7_565 ?
F4 P1 F1 88.40(18) . . ?
F4 P1 F1 88.40(18) 7_565 . ?
F4 P1 F4 89.9(3) 7_565 . ?

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 N1 C1 C2 -176.1(2) . . . . ?
Rh1 N1 C5 C4 177.15(17) . . . . ?
Rh1 N1 C5 C6 -0.7(3) . . . . ?
Rh1 C7 C8 C9 -59.81(15) . . . . ?
Rh1 C7 C8 C11 121.9(2) . . . . ?
Rh1 C8 C9 C9 -61.31(6) . . . 7_565 ?
Rh1 C8 C9 C12 122.4(2) . . . . ?
N1 C1 C2 C3 -0.9(5) . . . . ?
N1 C5 C6 C5 -54.1(4) . . . 7_565 ?
C1 N1 C5 C4 -0.2(3) . . . . ?
C1 N1 C5 C6 -178.1(2) . . . . ?
C1 C2 C3 C4 -0.7(4) . . . . ?
C2 C3 C4 C5 1.8(4) . . . . ?
C3 C4 C5 N1 -1.4(4) . . . . ?
C3 C4 C5 C6 176.5(3) . . . . ?
C4 C5 C6 C5 128.1(2) . . . 7_565 ?
C5 N1 C1 C2 1.4(4) . . . . ?
C7 C8 C9 Rh1 59.72(17) . . . . ?
C7 C8 C9 C9 -1.6(2) . . . 7_565 ?
C7 C8 C9 C12 -177.9(2) . . . . ?
C8 C7 C8 Rh1 62.37(19) 7_565 . . . ?
C8 C7 C8 C9 2.6(3) 7_565 . . . ?
C8 C7 C8 C11 -175.72(18) 7_565 . . . ?
C10 C7 C8 Rh1 -128.0(3) . . . . ?
C10 C7 C8 C9 172.2(3) . . . . ?
C10 C7 C8 C11 -6.1(5) . . . . ?
C11 C8 C9 Rh1 -122.0(2) . . . . ?
C11 C8 C9 C9 176.7(2) . . . 7_565 ?
C11 C8 C9 C12 0.4(4) . . . . ?

_shelx_SHELXL_version_number     2014/7

_olex2_submission_special_instructions 'No special instructions were received'
_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: acetonitrile, diethyl ether'
