# Electronic Supplementary Material (ESI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 2016

####################################################################### 
# 
# 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_2
_database_code_depnum_ccdc_archive 'CCDC 1504712'
_audit_update_record             
;
2016-09-16 deposited with the CCDC.
2016-10-17 downloaded from the CCDC.
;
_audit_creation_date             2016-04-07
_audit_creation_method           
;
Olex2 1.2-beta
(compiled 2015.11.10 svn.r3248 for OlexSys, GUI svn.r5133)
;
_shelxl_version_number           2014/6
_chemical_name_common            ?
_chemical_name_systematic        '(PNP)ReOCl2 '
_chemical_formula_moiety         'C26 H40 Cl2 N O P2 Re'
_chemical_formula_sum            'C26 H40 Cl2 N O P2 Re'
_chemical_formula_weight         701.63
_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'
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'
P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Re Re -1.0185 7.2310 '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           13
_space_group_name_H-M_alt        'P 1 2/n 1'
_space_group_name_Hall           '-P 2yac'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y, -z+1/2'
'-x, -y, -z'
'x-1/2, -y, z-1/2'

_cell_length_a                   11.161(4)
_cell_length_b                   9.687(3)
_cell_length_c                   12.882(4)
_cell_angle_alpha                90
_cell_angle_beta                 100.623(4)
_cell_angle_gamma                90
_cell_volume                     1368.9(8)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    8699
_cell_measurement_temperature    150
_cell_measurement_theta_max      27.453
_cell_measurement_theta_min      2.221
_shelx_estimated_absorpt_T_max   0.783
_shelx_estimated_absorpt_T_min   0.284
_exptl_absorpt_coefficient_mu    4.771
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.4480
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2014/3 (Bruker,2014/3) was used for absorption correction.
wR2(int) was 0.1282 before and 0.0384 after correction.
The Ratio of minimum to maximum transmission is 0.6009.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'dark green'
_exptl_crystal_colour_modifier   dark
_exptl_crystal_colour_primary    green
_exptl_crystal_density_diffrn    1.702
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             700
_exptl_crystal_size_max          0.352
_exptl_crystal_size_mid          0.293
_exptl_crystal_size_min          0.054
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0306
_diffrn_reflns_av_unetI/netI     0.0208
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            15490
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.994
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.499
_diffrn_reflns_theta_min         2.102
_diffrn_ambient_temperature      150
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.994
_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_special_details          ?
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3007
_reflns_number_total             3129
_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    ?
_refine_diff_density_max         0.547
_refine_diff_density_min         -0.800
_refine_diff_density_rms         0.094
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.340
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     169
_refine_ls_number_reflns         3129
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0314
_refine_ls_R_factor_gt           0.0298
_refine_ls_restrained_S_all      1.340
_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)+(0.0045P)²+3.9674P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0665
_refine_ls_wR_factor_ref         0.0670
_refine_special_details          ?
_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. Others
 Fixed Sof: Re1(0.5) Cl1(0.5) O1(0.5)
3.a Ternary CH refined with riding coordinates:
 C8(H8), C11(H11)
3.b Aromatic/amide H refined with riding coordinates:
 C2(H2), C4(H4), C5(H5)
3.c Idealised Me refined as rotating group:
 C7(H7A,H7B,H7C), C9(H9A,H9B,H9C), C10(H10A,H10B,H10C), C12(H12A,H12B,H12C),
 C13(H13A,H13B,H13C)
;
_atom_sites_solution_hydrogens   geom
_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
Re1 Re 0.24812(6) 0.62110(2) 0.22883(2) 0.01181(11) Uani 0.5 1 d . . . A -1
Cl1 Cl 0.2673(4) 0.6146(6) 0.0824(4) 0.0168(6) Uani 0.5 1 d . . . A -1
O1 O 0.2548(13) 0.5983(17) 0.4005(12) 0.024(3) Uani 0.5 1 d . . . A -1
Cl2 Cl 0.2500 0.36868(12) 0.2500 0.0243(3) Uani 1 2 d S T P . .
P1 P 0.46762(7) 0.66624(8) 0.29386(7) 0.01348(16) Uani 1 1 d . . . . .
N1 N 0.2500 0.8286(4) 0.2500 0.0187(8) Uani 1 2 d S T P . .
C1 C 0.4633(3) 0.8344(3) 0.2317(3) 0.0150(6) Uani 1 1 d . . . . .
C2 C 0.5610(3) 0.8987(3) 0.1968(3) 0.0176(7) Uani 1 1 d . . . . .
H2 H 0.6371 0.8522 0.2047 0.021 Uiso 1 1 calc R . . . .
C3 C 0.5492(3) 1.0292(4) 0.1506(3) 0.0188(7) Uani 1 1 d . . . . .
C4 C 0.4363(3) 1.0941(4) 0.1399(3) 0.0216(7) Uani 1 1 d . . . . .
H4 H 0.4262 1.1831 0.1086 0.026 Uiso 1 1 calc R . . . .
C5 C 0.3380(3) 1.0320(3) 0.1738(3) 0.0202(7) Uani 1 1 d . . . . .
H5 H 0.2621 1.0791 0.1651 0.024 Uiso 1 1 calc R . . . .
C6 C 0.3492(3) 0.9014(3) 0.2205(3) 0.0157(6) Uani 1 1 d . . . . .
C7 C 0.6538(3) 1.0969(4) 0.1098(3) 0.0242(8) Uani 1 1 d . . . . .
H7A H 0.7298 1.0479 0.1376 0.036 Uiso 1 1 calc GR . . . .
H7B H 0.6611 1.1934 0.1330 0.036 Uiso 1 1 calc GR . . . .
H7C H 0.6383 1.0933 0.0325 0.036 Uiso 1 1 calc GR . . . .
C8 C 0.5333(3) 0.6968(3) 0.4352(3) 0.0192(7) Uani 1 1 d . . . . .
H8 H 0.5180 0.6123 0.4754 0.023 Uiso 1 1 calc R . . . .
C9 C 0.6710(3) 0.7210(5) 0.4549(3) 0.0303(9) Uani 1 1 d . . . . .
H9A H 0.7111 0.6426 0.4274 0.045 Uiso 1 1 calc GR . . . .
H9B H 0.7016 0.7302 0.5309 0.045 Uiso 1 1 calc GR . . . .
H9C H 0.6886 0.8057 0.4189 0.045 Uiso 1 1 calc GR . . . .
C10 C 0.4718(4) 0.8175(4) 0.4796(3) 0.0310(9) Uani 1 1 d . . . . .
H10A H 0.4907 0.9032 0.4454 0.046 Uiso 1 1 calc GR . . . .
H10B H 0.5017 0.8241 0.5559 0.046 Uiso 1 1 calc GR . . . .
H10C H 0.3834 0.8031 0.4661 0.046 Uiso 1 1 calc GR . . . .
C11 C 0.5779(3) 0.5546(4) 0.2444(3) 0.0196(7) Uani 1 1 d . . . . .
H11 H 0.6591 0.6014 0.2599 0.023 Uiso 1 1 calc R . . . .
C12 C 0.5466(4) 0.5304(4) 0.1261(3) 0.0286(8) Uani 1 1 d . . . . .
H12A H 0.4699 0.4787 0.1091 0.043 Uiso 1 1 calc GR . . . .
H12B H 0.6120 0.4773 0.1035 0.043 Uiso 1 1 calc GR . . . .
H12C H 0.5375 0.6194 0.0893 0.043 Uiso 1 1 calc GR . . . .
C13 C 0.5892(3) 0.4176(4) 0.3055(3) 0.0263(8) Uani 1 1 d . . . . .
H13A H 0.6172 0.4358 0.3809 0.040 Uiso 1 1 calc GR . . . .
H13B H 0.6479 0.3577 0.2795 0.040 Uiso 1 1 calc GR . . . .
H13C H 0.5095 0.3719 0.2950 0.040 Uiso 1 1 calc GR . . . .


_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
Re1 Cl1 1.938(4) . ?
Re1 O1 2.210(14) . ?
Re1 Cl2 2.4599(14) . ?
Re1 P1 2.4775(13) . ?
Re1 N1 2.028(4) . ?
Cl2 Re1 2.4599(14) 2 ?
P1 Re1 2.4115(13) 2 ?
P1 C1 1.812(3) . ?
P1 C8 1.857(4) . ?
P1 C11 1.839(3) . ?
N1 Re1 2.028(4) 2 ?
N1 C6 1.422(4) 2 ?
N1 C6 1.422(4) . ?
C1 C2 1.401(4) . ?
C1 C6 1.412(4) . ?
C2 H2 0.9500 . ?
C2 C3 1.393(5) . ?
C3 C4 1.392(5) . ?
C3 C7 1.515(5) . ?
C4 H4 0.9500 . ?
C4 C5 1.391(5) . ?
C5 H5 0.9500 . ?
C5 C6 1.396(5) . ?
C7 H7A 0.9800 . ?
C7 H7B 0.9800 . ?
C7 H7C 0.9800 . ?
C8 H8 1.0000 . ?
C8 C9 1.529(5) . ?
C8 C10 1.520(5) . ?
C9 H9A 0.9800 . ?
C9 H9B 0.9800 . ?
C9 H9C 0.9800 . ?
C10 H10A 0.9800 . ?
C10 H10B 0.9800 . ?
C10 H10C 0.9800 . ?
C11 H11 1.0000 . ?
C11 C12 1.517(5) . ?
C11 C13 1.536(5) . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
C13 H13A 0.9800 . ?
C13 H13B 0.9800 . ?
C13 H13C 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
Cl1 Re1 O1 168.9(4) . . ?
Cl1 Re1 Cl2 94.33(16) . . ?
Cl1 Re1 P1 93.15(15) . . ?
Cl1 Re1 N1 99.36(16) . . ?
O1 Re1 Cl2 78.0(4) . . ?
O1 Re1 P1 80.2(4) . . ?
Cl2 Re1 P1 98.64(3) . . ?
N1 Re1 O1 88.1(4) . . ?
N1 Re1 Cl2 166.07(2) . . ?
N1 Re1 P1 78.14(2) . . ?
Re1 Cl2 Re1 12.584(14) 2 . ?
Re1 P1 Re1 12.569(13) 2 . ?
C1 P1 Re1 93.73(11) . . ?
C1 P1 Re1 99.48(11) . 2 ?
C1 P1 C8 105.28(15) . . ?
C1 P1 C11 109.94(16) . . ?
C8 P1 Re1 123.14(12) . . ?
C8 P1 Re1 110.65(12) . 2 ?
C11 P1 Re1 117.54(12) . . ?
C11 P1 Re1 124.66(12) . 2 ?
C11 P1 C8 105.37(16) . . ?
Re1 N1 Re1 15.28(3) . 2 ?
C6 N1 Re1 116.42(18) . . ?
C6 N1 Re1 122.56(19) 2 . ?
C6 N1 Re1 122.56(19) . 2 ?
C6 N1 Re1 116.42(18) 2 2 ?
C6 N1 C6 120.5(4) . 2 ?
C2 C1 P1 125.6(3) . . ?
C2 C1 C6 120.2(3) . . ?
C6 C1 P1 114.1(2) . . ?
C1 C2 H2 119.2 . . ?
C3 C2 C1 121.5(3) . . ?
C3 C2 H2 119.2 . . ?
C2 C3 C7 121.5(3) . . ?
C4 C3 C2 117.7(3) . . ?
C4 C3 C7 120.8(3) . . ?
C3 C4 H4 119.1 . . ?
C5 C4 C3 121.7(3) . . ?
C5 C4 H4 119.1 . . ?
C4 C5 H5 119.5 . . ?
C4 C5 C6 120.9(3) . . ?
C6 C5 H5 119.5 . . ?
C1 C6 N1 118.4(3) . . ?
C5 C6 N1 123.5(3) . . ?
C5 C6 C1 117.9(3) . . ?
C3 C7 H7A 109.5 . . ?
C3 C7 H7B 109.5 . . ?
C3 C7 H7C 109.5 . . ?
H7A C7 H7B 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
P1 C8 H8 107.6 . . ?
C9 C8 P1 113.0(3) . . ?
C9 C8 H8 107.6 . . ?
C10 C8 P1 111.5(3) . . ?
C10 C8 H8 107.6 . . ?
C10 C8 C9 109.2(3) . . ?
C8 C9 H9A 109.5 . . ?
C8 C9 H9B 109.5 . . ?
C8 C9 H9C 109.5 . . ?
H9A C9 H9B 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
C8 C10 H10A 109.5 . . ?
C8 C10 H10B 109.5 . . ?
C8 C10 H10C 109.5 . . ?
H10A C10 H10B 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
P1 C11 H11 107.7 . . ?
C12 C11 P1 113.2(3) . . ?
C12 C11 H11 107.7 . . ?
C12 C11 C13 111.3(3) . . ?
C13 C11 P1 109.1(2) . . ?
C13 C11 H11 107.7 . . ?
C11 C12 H12A 109.5 . . ?
C11 C12 H12B 109.5 . . ?
C11 C12 H12C 109.5 . . ?
H12A C12 H12B 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C11 C13 H13A 109.5 . . ?
C11 C13 H13B 109.5 . . ?
C11 C13 H13C 109.5 . . ?
H13A C13 H13B 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?

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
Re1 P1 C1 C2 -162.7(3) 2 . . . ?
Re1 P1 C1 C2 -151.4(3) . . . . ?
Re1 P1 C1 C6 29.0(2) . . . . ?
Re1 P1 C1 C6 17.8(3) 2 . . . ?
Re1 P1 C8 C9 179.6(2) . . . . ?
Re1 P1 C8 C9 178.0(2) 2 . . . ?
Re1 P1 C8 C10 -57.0(3) . . . . ?
Re1 P1 C8 C10 -58.5(3) 2 . . . ?
Re1 P1 C11 C12 44.7(3) . . . . ?
Re1 P1 C11 C12 56.8(3) 2 . . . ?
Re1 P1 C11 C13 -79.8(3) . . . . ?
Re1 P1 C11 C13 -67.7(3) 2 . . . ?
Re1 N1 C6 C1 -16.1(4) 2 . . . ?
Re1 N1 C6 C1 -32.2(3) . . . . ?
Re1 N1 C6 C5 143.0(3) . . . . ?
Re1 N1 C6 C5 159.1(3) 2 . . . ?
P1 C1 C2 C3 -179.4(3) . . . . ?
P1 C1 C6 N1 -4.9(4) . . . . ?
P1 C1 C6 C5 179.7(3) . . . . ?
C1 P1 C8 C9 -75.4(3) . . . . ?
C1 P1 C8 C10 48.0(3) . . . . ?
C1 P1 C11 C12 -60.8(3) . . . . ?
C1 P1 C11 C13 174.7(2) . . . . ?
C1 C2 C3 C4 -0.2(5) . . . . ?
C1 C2 C3 C7 -178.1(3) . . . . ?
C2 C1 C6 N1 175.5(3) . . . . ?
C2 C1 C6 C5 0.1(5) . . . . ?
C2 C3 C4 C5 0.1(5) . . . . ?
C3 C4 C5 C6 0.2(6) . . . . ?
C4 C5 C6 N1 -175.4(3) . . . . ?
C4 C5 C6 C1 -0.2(5) . . . . ?
C6 N1 C6 C1 155.7(3) 2 . . . ?
C6 N1 C6 C5 -29.2(3) 2 . . . ?
C6 C1 C2 C3 0.2(5) . . . . ?
C7 C3 C4 C5 178.0(3) . . . . ?
C8 P1 C1 C2 82.7(3) . . . . ?
C8 P1 C1 C6 -96.8(3) . . . . ?
C8 P1 C11 C12 -173.8(3) . . . . ?
C8 P1 C11 C13 61.7(3) . . . . ?
C11 P1 C1 C2 -30.3(3) . . . . ?
C11 P1 C1 C6 150.1(3) . . . . ?
C11 P1 C8 C9 40.8(3) . . . . ?
C11 P1 C8 C10 164.3(3) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_exptl_crystal_recrystallization_method 'Re-crystallisation from solvent: CDCl3'
####################################################################### 
# 
# 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_3-Cl
_database_code_depnum_ccdc_archive 'CCDC 1504713'
_audit_update_record             
;
2016-09-16 deposited with the CCDC.
2016-10-17 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        '(PNNH)ReOCl2 '
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C30 H40 Cl2 N2 O P Re'
_chemical_formula_weight         732.71

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'
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'
P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Re Re -1.0185 7.2310 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_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.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   10.704(4)
_cell_length_b                   11.492(4)
_cell_length_c                   13.706(5)
_cell_angle_alpha                94.036(4)
_cell_angle_beta                 111.662(4)
_cell_angle_gamma                102.587(4)
_cell_volume                     1508.0(9)
_cell_formula_units_Z            2
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    9941
_cell_measurement_theta_min      2.42
_cell_measurement_theta_max      27.35

_exptl_crystal_description       block
_exptl_crystal_colour            'dark green'
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.614
_exptl_crystal_F_000             732
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.33
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.15
_exptl_absorpt_coefficient_mu    4.285
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.5982
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_process_details   sadabs
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            17265
_diffrn_reflns_av_unetI/netI     0.0409
_diffrn_reflns_av_R_equivalents  0.0360
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         1.841
_diffrn_reflns_theta_max         27.365
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.988
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.988
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.988
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             6736
_reflns_number_gt                6389
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_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.
;

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0165P)²+0.3077P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         6736
_refine_ls_number_parameters     343
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0221
_refine_ls_R_factor_gt           0.0205
_refine_ls_wR_factor_ref         0.0518
_refine_ls_wR_factor_gt          0.0509
_refine_ls_goodness_of_fit_ref   1.040
_refine_ls_restrained_S_all      1.040
_refine_ls_shift/su_max          0.003
_refine_ls_shift/su_mean         0.000

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
Re1 Re 0.91117(2) 0.79990(2) 0.71114(2) 0.01365(4) Uani 1 1 d . . . . .
O1 O 0.8886(2) 0.78693(16) 0.82553(15) 0.0234(4) Uani 1 1 d . . . . .
Cl1 Cl 0.91093(6) 0.76556(5) 0.52632(5) 0.02026(12) Uani 1 1 d . . . . .
P1 P 0.95883(7) 0.60579(5) 0.70856(5) 0.01694(13) Uani 1 1 d . . . . .
Cl2 Cl 0.66092(6) 0.75395(6) 0.60740(6) 0.02431(13) Uani 1 1 d . . . . .
N1 N 1.1166(2) 0.85346(18) 0.75809(16) 0.0154(4) Uani 1 1 d . . . . .
N2 N 0.9011(2) 0.97742(17) 0.65975(16) 0.0139(4) Uani 1 1 d . . . . .
H2 H 0.8490 0.9517 0.5811 0.017 Uiso 1 1 calc R U . . .
C1 C 1.1958(3) 0.7748(2) 0.74169(19) 0.0166(5) Uani 1 1 d . . . . .
C2 C 1.1333(3) 0.6494(2) 0.7127(2) 0.0179(5) Uani 1 1 d . . . . .
C3 C 1.2104(3) 0.5703(2) 0.6988(2) 0.0230(6) Uani 1 1 d . . . . .
H3 H 1.1676 0.4859 0.6809 0.028 Uiso 1 1 calc R U . . .
C4 C 1.3478(3) 0.6122(3) 0.7105(2) 0.0255(6) Uani 1 1 d . . . . .
C5 C 1.4068(3) 0.7372(3) 0.7338(2) 0.0243(6) Uani 1 1 d . . . . .
H5 H 1.4990 0.7681 0.7384 0.029 Uiso 1 1 calc R U . . .
C6 C 1.3331(3) 0.8173(2) 0.7503(2) 0.0201(5) Uani 1 1 d . . . . .
H6 H 1.3764 0.9017 0.7677 0.024 Uiso 1 1 calc R U . . .
C7 C 1.4292(3) 0.5252(3) 0.6961(3) 0.0378(7) Uani 1 1 d . . . . .
H7A H 1.4962 0.5186 0.7658 0.057 Uiso 1 1 calc R U . . .
H7B H 1.4793 0.5549 0.6519 0.057 Uiso 1 1 calc R U . . .
H7C H 1.3651 0.4455 0.6612 0.057 Uiso 1 1 calc R U . . .
C8 C 1.1914(3) 0.9730(2) 0.8149(2) 0.0184(5) Uani 1 1 d . . . . .
C9 C 1.1531(3) 1.0730(2) 0.7721(2) 0.0199(5) Uani 1 1 d . . . . .
C10 C 1.2221(3) 1.1892(2) 0.8306(2) 0.0277(6) Uani 1 1 d . . . . .
H10 H 1.1960 1.2566 0.8005 0.033 Uiso 1 1 calc R U . . .
C11 C 1.3279(3) 1.2092(3) 0.9316(3) 0.0376(8) Uani 1 1 d . . . . .
C12 C 1.3626(3) 1.1077(3) 0.9735(3) 0.0359(7) Uani 1 1 d . . . . .
H12 H 1.4336 1.1185 1.0427 0.043 Uiso 1 1 calc R U . . .
C13 C 1.2963(3) 0.9918(2) 0.9168(2) 0.0255(6) Uani 1 1 d . . . . .
H13 H 1.3222 0.9246 0.9474 0.031 Uiso 1 1 calc R U . . .
C14 C 1.4004(5) 1.3361(3) 0.9929(4) 0.0710(15) Uani 1 1 d . . . . .
H14A H 1.3911 1.3939 0.9431 0.107 Uiso 1 1 calc R U . . .
H14B H 1.4993 1.3424 1.0331 0.107 Uiso 1 1 calc R U . . .
H14C H 1.3577 1.3542 1.0423 0.107 Uiso 1 1 calc R U . . .
C15 C 0.8115(2) 1.0458(2) 0.68424(19) 0.0140(5) Uani 1 1 d . . . . .
C16 C 0.8193(3) 1.0767(2) 0.78672(19) 0.0176(5) Uani 1 1 d . . . . .
C17 C 0.7200(3) 1.1320(2) 0.7981(2) 0.0214(5) Uani 1 1 d . . . . .
H17 H 0.7222 1.1511 0.8674 0.026 Uiso 1 1 calc R U . . .
C18 C 0.6183(3) 1.1602(2) 0.7124(2) 0.0225(5) Uani 1 1 d . . . . .
C19 C 0.6180(3) 1.1331(2) 0.6115(2) 0.0203(5) Uani 1 1 d . . . . .
H19 H 0.5509 1.1533 0.5519 0.024 Uiso 1 1 calc R U . . .
C20 C 0.7136(2) 1.0772(2) 0.5961(2) 0.0163(5) Uani 1 1 d . . . . .
C21 C 0.9239(3) 1.0542(3) 0.8883(2) 0.0260(6) Uani 1 1 d . . . . .
H21A H 0.8767 0.9916 0.9173 0.039 Uiso 1 1 calc R U . . .
H21B H 0.9662 1.1291 0.9403 0.039 Uiso 1 1 calc R U . . .
H21C H 0.9965 1.0272 0.8731 0.039 Uiso 1 1 calc R U . . .
C22 C 0.7099(3) 1.0520(2) 0.4851(2) 0.0217(5) Uani 1 1 d . . . . .
H22A H 0.8003 1.0924 0.4847 0.032 Uiso 1 1 calc R U . . .
H22B H 0.6368 1.0827 0.4354 0.032 Uiso 1 1 calc R U . . .
H22C H 0.6902 0.9647 0.4633 0.032 Uiso 1 1 calc R U . . .
C23 C 0.5116(3) 1.2178(3) 0.7285(3) 0.0337(7) Uani 1 1 d . . . . .
H23A H 0.4457 1.1582 0.7460 0.051 Uiso 1 1 calc R U . . .
H23B H 0.4610 1.2458 0.6631 0.051 Uiso 1 1 calc R U . . .
H23C H 0.5588 1.2866 0.7870 0.051 Uiso 1 1 calc R U . . .
C24 C 0.9835(3) 0.5494(2) 0.8370(2) 0.0262(6) Uani 1 1 d . . . . .
H24 H 0.8967 0.5450 0.8500 0.031 Uiso 1 1 calc R U . . .
C25 C 1.1041(4) 0.6385(3) 0.9284(2) 0.0356(7) Uani 1 1 d . . . . .
H25A H 1.1904 0.6448 0.9172 0.053 Uiso 1 1 calc R U . . .
H25B H 1.1140 0.6097 0.9958 0.053 Uiso 1 1 calc R U . . .
H25C H 1.0852 0.7181 0.9308 0.053 Uiso 1 1 calc R U . . .
C26 C 1.0093(4) 0.4235(3) 0.8371(3) 0.0378(8) Uani 1 1 d . . . . .
H26A H 0.9258 0.3640 0.7861 0.057 Uiso 1 1 calc R U . . .
H26B H 1.0308 0.4025 0.9085 0.057 Uiso 1 1 calc R U . . .
H26C H 1.0880 0.4234 0.8168 0.057 Uiso 1 1 calc R U . . .
C27 C 0.8349(3) 0.4884(2) 0.5967(2) 0.0237(6) Uani 1 1 d . . . . .
H27 H 0.8090 0.5302 0.5333 0.028 Uiso 1 1 calc R U . . .
C28 C 0.8830(3) 0.3815(2) 0.5643(2) 0.0300(6) Uani 1 1 d . . . . .
H28A H 0.9637 0.4114 0.5465 0.045 Uiso 1 1 calc R U . . .
H28B H 0.8070 0.3282 0.5021 0.045 Uiso 1 1 calc R U . . .
H28C H 0.9090 0.3363 0.6235 0.045 Uiso 1 1 calc R U . . .
C29 C 0.7013(3) 0.4470(3) 0.6166(3) 0.0402(8) Uani 1 1 d . . . . .
H29A H 0.7195 0.4028 0.6767 0.060 Uiso 1 1 calc R U . . .
H29B H 0.6280 0.3941 0.5528 0.060 Uiso 1 1 calc R U . . .
H29C H 0.6709 0.5178 0.6328 0.060 Uiso 1 1 calc R U . . .
C30 C 1.0381(2) 1.0545(2) 0.6644(2) 0.0179(5) Uani 1 1 d . . . . .
H30A H 1.0643 1.0152 0.6110 0.022 Uiso 1 1 calc R U . . .
H30B H 1.0261 1.1342 0.6457 0.022 Uiso 1 1 calc R U . . .


_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
Re1 O1 1.6840(19) . ?
Re1 N1 1.985(2) . ?
Re1 N2 2.216(2) . ?
Re1 P1 2.3949(10) . ?
Re1 Cl2 2.4375(11) . ?
Re1 Cl1 2.5351(11) . ?
P1 C2 1.804(3) . ?
P1 C27 1.832(3) . ?
P1 C24 1.866(3) . ?
N1 C1 1.426(3) . ?
N1 C8 1.429(3) . ?
N2 C15 1.476(3) . ?
N2 C30 1.516(3) . ?
N2 H2 1.0000 . ?
C1 C6 1.400(4) . ?
C1 C2 1.409(3) . ?
C2 C3 1.400(3) . ?
C3 C4 1.388(4) . ?
C3 H3 0.9500 . ?
C4 C5 1.398(4) . ?
C4 C7 1.510(4) . ?
C5 C6 1.394(3) . ?
C5 H5 0.9500 . ?
C6 H6 0.9500 . ?
C7 H7A 0.9800 . ?
C7 H7B 0.9800 . ?
C7 H7C 0.9800 . ?
C8 C13 1.397(4) . ?
C8 C9 1.399(3) . ?
C9 C10 1.398(4) . ?
C9 C30 1.497(4) . ?
C10 C11 1.391(4) . ?
C10 H10 0.9500 . ?
C11 C12 1.398(4) . ?
C11 C14 1.512(4) . ?
C12 C13 1.384(4) . ?
C12 H12 0.9500 . ?
C13 H13 0.9500 . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C14 H14C 0.9800 . ?
C15 C16 1.391(3) . ?
C15 C20 1.407(3) . ?
C16 C17 1.400(3) . ?
C16 C21 1.511(3) . ?
C17 C18 1.390(4) . ?
C17 H17 0.9500 . ?
C18 C19 1.395(4) . ?
C18 C23 1.513(4) . ?
C19 C20 1.390(3) . ?
C19 H19 0.9500 . ?
C20 C22 1.512(4) . ?
C21 H21A 0.9800 . ?
C21 H21B 0.9800 . ?
C21 H21C 0.9800 . ?
C22 H22A 0.9800 . ?
C22 H22B 0.9800 . ?
C22 H22C 0.9800 . ?
C23 H23A 0.9800 . ?
C23 H23B 0.9800 . ?
C23 H23C 0.9800 . ?
C24 C25 1.527(4) . ?
C24 C26 1.532(4) . ?
C24 H24 1.0000 . ?
C25 H25A 0.9800 . ?
C25 H25B 0.9800 . ?
C25 H25C 0.9800 . ?
C26 H26A 0.9800 . ?
C26 H26B 0.9800 . ?
C26 H26C 0.9800 . ?
C27 C28 1.530(4) . ?
C27 C29 1.535(4) . ?
C27 H27 1.0000 . ?
C28 H28A 0.9800 . ?
C28 H28B 0.9800 . ?
C28 H28C 0.9800 . ?
C29 H29A 0.9800 . ?
C29 H29B 0.9800 . ?
C29 H29C 0.9800 . ?
C30 H30A 0.9900 . ?
C30 H30B 0.9900 . ?

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 Re1 N1 103.63(9) . . ?
O1 Re1 N2 113.88(8) . . ?
N1 Re1 N2 88.21(8) . . ?
O1 Re1 P1 90.00(6) . . ?
N1 Re1 P1 81.08(6) . . ?
N2 Re1 P1 155.62(5) . . ?
O1 Re1 Cl2 92.11(7) . . ?
N1 Re1 Cl2 163.66(6) . . ?
N2 Re1 Cl2 81.30(5) . . ?
P1 Re1 Cl2 103.61(3) . . ?
O1 Re1 Cl1 165.91(7) . . ?
N1 Re1 Cl1 84.35(6) . . ?
N2 Re1 Cl1 77.52(5) . . ?
P1 Re1 Cl1 79.66(2) . . ?
Cl2 Re1 Cl1 81.19(3) . . ?
C2 P1 C27 115.09(12) . . ?
C2 P1 C24 103.35(12) . . ?
C27 P1 C24 110.15(13) . . ?
C2 P1 Re1 99.45(8) . . ?
C27 P1 Re1 115.93(9) . . ?
C24 P1 Re1 111.86(9) . . ?
C1 N1 C8 117.5(2) . . ?
C1 N1 Re1 122.36(16) . . ?
C8 N1 Re1 120.11(15) . . ?
C15 N2 C30 114.79(18) . . ?
C15 N2 Re1 120.70(14) . . ?
C30 N2 Re1 114.48(14) . . ?
C15 N2 H2 100.6 . . ?
C30 N2 H2 100.6 . . ?
Re1 N2 H2 100.6 . . ?
C6 C1 C2 118.2(2) . . ?
C6 C1 N1 122.6(2) . . ?
C2 C1 N1 119.2(2) . . ?
C3 C2 C1 120.1(2) . . ?
C3 C2 P1 125.9(2) . . ?
C1 C2 P1 113.83(17) . . ?
C4 C3 C2 121.7(2) . . ?
C4 C3 H3 119.1 . . ?
C2 C3 H3 119.1 . . ?
C3 C4 C5 117.9(2) . . ?
C3 C4 C7 120.8(3) . . ?
C5 C4 C7 121.3(3) . . ?
C6 C5 C4 121.3(2) . . ?
C6 C5 H5 119.3 . . ?
C4 C5 H5 119.3 . . ?
C5 C6 C1 120.7(2) . . ?
C5 C6 H6 119.6 . . ?
C1 C6 H6 119.6 . . ?
C4 C7 H7A 109.5 . . ?
C4 C7 H7B 109.5 . . ?
H7A C7 H7B 109.5 . . ?
C4 C7 H7C 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
C13 C8 C9 118.8(2) . . ?
C13 C8 N1 121.0(2) . . ?
C9 C8 N1 120.1(2) . . ?
C10 C9 C8 119.7(2) . . ?
C10 C9 C30 120.7(2) . . ?
C8 C9 C30 119.6(2) . . ?
C11 C10 C9 122.0(3) . . ?
C11 C10 H10 119.0 . . ?
C9 C10 H10 119.0 . . ?
C10 C11 C12 117.2(3) . . ?
C10 C11 C14 120.7(3) . . ?
C12 C11 C14 122.0(3) . . ?
C13 C12 C11 121.7(3) . . ?
C13 C12 H12 119.1 . . ?
C11 C12 H12 119.1 . . ?
C12 C13 C8 120.5(3) . . ?
C12 C13 H13 119.8 . . ?
C8 C13 H13 119.8 . . ?
C11 C14 H14A 109.5 . . ?
C11 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
C11 C14 H14C 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C16 C15 C20 121.0(2) . . ?
C16 C15 N2 123.4(2) . . ?
C20 C15 N2 115.6(2) . . ?
C15 C16 C17 117.7(2) . . ?
C15 C16 C21 126.2(2) . . ?
C17 C16 C21 116.1(2) . . ?
C18 C17 C16 122.9(2) . . ?
C18 C17 H17 118.6 . . ?
C16 C17 H17 118.6 . . ?
C17 C18 C19 117.7(2) . . ?
C17 C18 C23 120.9(3) . . ?
C19 C18 C23 121.4(2) . . ?
C20 C19 C18 121.5(2) . . ?
C20 C19 H19 119.3 . . ?
C18 C19 H19 119.3 . . ?
C19 C20 C15 119.1(2) . . ?
C19 C20 C22 119.1(2) . . ?
C15 C20 C22 121.8(2) . . ?
C16 C21 H21A 109.5 . . ?
C16 C21 H21B 109.5 . . ?
H21A C21 H21B 109.5 . . ?
C16 C21 H21C 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
C20 C22 H22A 109.5 . . ?
C20 C22 H22B 109.5 . . ?
H22A C22 H22B 109.5 . . ?
C20 C22 H22C 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
C18 C23 H23A 109.5 . . ?
C18 C23 H23B 109.5 . . ?
H23A C23 H23B 109.5 . . ?
C18 C23 H23C 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
C25 C24 C26 109.4(3) . . ?
C25 C24 P1 110.02(19) . . ?
C26 C24 P1 113.4(2) . . ?
C25 C24 H24 108.0 . . ?
C26 C24 H24 108.0 . . ?
P1 C24 H24 108.0 . . ?
C24 C25 H25A 109.5 . . ?
C24 C25 H25B 109.5 . . ?
H25A C25 H25B 109.5 . . ?
C24 C25 H25C 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 109.5 . . ?
C24 C26 H26A 109.5 . . ?
C24 C26 H26B 109.5 . . ?
H26A C26 H26B 109.5 . . ?
C24 C26 H26C 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?
C28 C27 C29 112.0(2) . . ?
C28 C27 P1 118.8(2) . . ?
C29 C27 P1 107.8(2) . . ?
C28 C27 H27 105.7 . . ?
C29 C27 H27 105.7 . . ?
P1 C27 H27 105.7 . . ?
C27 C28 H28A 109.5 . . ?
C27 C28 H28B 109.5 . . ?
H28A C28 H28B 109.5 . . ?
C27 C28 H28C 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?
C27 C29 H29A 109.5 . . ?
C27 C29 H29B 109.5 . . ?
H29A C29 H29B 109.5 . . ?
C27 C29 H29C 109.5 . . ?
H29A C29 H29C 109.5 . . ?
H29B C29 H29C 109.5 . . ?
C9 C30 N2 112.3(2) . . ?
C9 C30 H30A 109.1 . . ?
N2 C30 H30A 109.1 . . ?
C9 C30 H30B 109.1 . . ?
N2 C30 H30B 109.1 . . ?
H30A C30 H30B 107.9 . . ?

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
C8 N1 C1 C6 -18.7(3) . . . . ?
Re1 N1 C1 C6 164.14(19) . . . . ?
C8 N1 C1 C2 163.1(2) . . . . ?
Re1 N1 C1 C2 -14.0(3) . . . . ?
C6 C1 C2 C3 3.3(4) . . . . ?
N1 C1 C2 C3 -178.4(2) . . . . ?
C6 C1 C2 P1 178.06(19) . . . . ?
N1 C1 C2 P1 -3.7(3) . . . . ?
C27 P1 C2 C3 -46.4(3) . . . . ?
C24 P1 C2 C3 73.7(3) . . . . ?
Re1 P1 C2 C3 -171.0(2) . . . . ?
C27 P1 C2 C1 139.20(18) . . . . ?
C24 P1 C2 C1 -100.67(19) . . . . ?
Re1 P1 C2 C1 14.63(19) . . . . ?
C1 C2 C3 C4 -1.5(4) . . . . ?
P1 C2 C3 C4 -175.5(2) . . . . ?
C2 C3 C4 C5 -1.8(4) . . . . ?
C2 C3 C4 C7 179.4(3) . . . . ?
C3 C4 C5 C6 3.3(4) . . . . ?
C7 C4 C5 C6 -177.9(3) . . . . ?
C4 C5 C6 C1 -1.5(4) . . . . ?
C2 C1 C6 C5 -1.9(4) . . . . ?
N1 C1 C6 C5 179.9(2) . . . . ?
C1 N1 C8 C13 -56.2(3) . . . . ?
Re1 N1 C8 C13 121.0(2) . . . . ?
C1 N1 C8 C9 128.7(2) . . . . ?
Re1 N1 C8 C9 -54.1(3) . . . . ?
C13 C8 C9 C10 1.5(4) . . . . ?
N1 C8 C9 C10 176.7(2) . . . . ?
C13 C8 C9 C30 -178.2(2) . . . . ?
N1 C8 C9 C30 -3.0(4) . . . . ?
C8 C9 C10 C11 -0.7(4) . . . . ?
C30 C9 C10 C11 179.0(3) . . . . ?
C9 C10 C11 C12 -0.5(5) . . . . ?
C9 C10 C11 C14 -179.9(4) . . . . ?
C10 C11 C12 C13 0.8(5) . . . . ?
C14 C11 C12 C13 -179.8(4) . . . . ?
C11 C12 C13 C8 0.0(5) . . . . ?
C9 C8 C13 C12 -1.2(4) . . . . ?
N1 C8 C13 C12 -176.3(3) . . . . ?
C30 N2 C15 C16 -88.8(3) . . . . ?
Re1 N2 C15 C16 54.8(3) . . . . ?
C30 N2 C15 C20 92.2(2) . . . . ?
Re1 N2 C15 C20 -124.14(19) . . . . ?
C20 C15 C16 C17 4.6(4) . . . . ?
N2 C15 C16 C17 -174.3(2) . . . . ?
C20 C15 C16 C21 -176.7(2) . . . . ?
N2 C15 C16 C21 4.5(4) . . . . ?
C15 C16 C17 C18 -2.1(4) . . . . ?
C21 C16 C17 C18 179.0(2) . . . . ?
C16 C17 C18 C19 -0.9(4) . . . . ?
C16 C17 C18 C23 178.8(2) . . . . ?
C17 C18 C19 C20 1.5(4) . . . . ?
C23 C18 C19 C20 -178.2(2) . . . . ?
C18 C19 C20 C15 0.9(4) . . . . ?
C18 C19 C20 C22 -178.9(2) . . . . ?
C16 C15 C20 C19 -4.1(4) . . . . ?
N2 C15 C20 C19 174.9(2) . . . . ?
C16 C15 C20 C22 175.8(2) . . . . ?
N2 C15 C20 C22 -5.3(3) . . . . ?
C2 P1 C24 C25 47.0(2) . . . . ?
C27 P1 C24 C25 170.48(19) . . . . ?
Re1 P1 C24 C25 -59.0(2) . . . . ?
C2 P1 C24 C26 -75.9(2) . . . . ?
C27 P1 C24 C26 47.6(3) . . . . ?
Re1 P1 C24 C26 178.1(2) . . . . ?
C2 P1 C27 C28 41.3(3) . . . . ?
C24 P1 C27 C28 -75.0(2) . . . . ?
Re1 P1 C27 C28 156.75(18) . . . . ?
C2 P1 C27 C29 170.09(18) . . . . ?
C24 P1 C27 C29 53.8(2) . . . . ?
Re1 P1 C27 C29 -74.5(2) . . . . ?
C10 C9 C30 N2 -119.5(3) . . . . ?
C8 C9 C30 N2 60.2(3) . . . . ?
C15 N2 C30 C9 91.5(2) . . . . ?
Re1 N2 C30 C9 -54.4(2) . . . . ?

_refine_diff_density_max         0.962
_refine_diff_density_min         -0.661
_refine_diff_density_rms         0.098

_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: toluene'
####################################################################### 
# 
# 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_4-Cl
_database_code_depnum_ccdc_archive 'CCDC 1504714'
_audit_update_record             
;
2016-09-16 deposited with the CCDC.
2016-10-17 downloaded from the CCDC.
;


# start Validation Reply Form
_vrf_PLAT971_PNNReOCl            
;
PROBLEM: Check Calcd Residual Density  0.87A From     Re1       5.09 eA-3  
RESPONSE: A large crystal with plate morphology was used for 
data collection. 
High asymmetric absorption, and given the relatively poor quality 
of the crystal, lead to a residual electron density close to 
Re1 atom.
;
# end Validation Reply Form


_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        (PNN)ReOCl
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C30 H39 Cl N2 O P Re'
_chemical_formula_weight         696.25

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'
P P 0.1023 0.0942 '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'
Re Re -1.0185 7.2310 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'C 2/c'
_space_group_name_Hall           '-C 2yc'

_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.
;

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                   28.413(6)
_cell_length_b                   10.890(2)
_cell_length_c                   20.429(4)
_cell_angle_alpha                90
_cell_angle_beta                 115.021(2)
_cell_angle_gamma                90
_cell_volume                     5728(2)
_cell_formula_units_Z            8
_cell_measurement_temperature    110(2)
_cell_measurement_reflns_used    9903
_cell_measurement_theta_min      4.401
_cell_measurement_theta_max      54.751

_exptl_crystal_description       block
_exptl_crystal_colour            green
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.615
_exptl_crystal_F_000             2784
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.900
_exptl_crystal_size_mid          0.620
_exptl_crystal_size_min          0.100
_exptl_absorpt_coefficient_mu    4.418
_shelx_estimated_absorpt_T_min   0.109
_shelx_estimated_absorpt_T_max   0.666
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.2925
_exptl_absorpt_correction_T_max  0.7455
_exptl_absorpt_process_details   sadabs
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      110(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            31559
_diffrn_reflns_av_unetI/netI     0.0231
_diffrn_reflns_av_R_equivalents  0.0289
_diffrn_reflns_limit_h_min       -36
_diffrn_reflns_limit_h_max       36
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_theta_min         2.464
_diffrn_reflns_theta_max         27.376
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             6465
_reflns_number_gt                5902
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_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.
;

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0305P)²+49.4775P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         6465
_refine_ls_number_parameters     334
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0331
_refine_ls_R_factor_gt           0.0292
_refine_ls_wR_factor_ref         0.0729
_refine_ls_wR_factor_gt          0.0710
_refine_ls_goodness_of_fit_ref   1.048
_refine_ls_restrained_S_all      1.048
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000

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
Re1 Re 0.09725(2) 0.82931(2) 0.45261(2) 0.01579(5) Uani 1 1 d . . . . .
Cl1 Cl 0.12109(5) 0.84799(9) 0.57839(5) 0.0321(2) Uani 1 1 d . . . . .
P1 P 0.11678(4) 1.04519(9) 0.45161(5) 0.0188(2) Uani 1 1 d . . . . .
O1 O 0.03213(11) 0.8178(2) 0.41894(16) 0.0236(6) Uani 1 1 d . . . . .
N1 N 0.13686(12) 0.6762(3) 0.47745(16) 0.0156(6) Uani 1 1 d . . . . .
N2 N 0.11080(12) 0.8345(3) 0.36435(17) 0.0162(6) Uani 1 1 d . . . . .
C1 C 0.15450(15) 0.6136(3) 0.4271(2) 0.0174(7) Uani 1 1 d . . . . .
H1A H 0.1633 0.5273 0.4427 0.021 Uiso 1 1 calc R U . . .
H1B H 0.1864 0.6543 0.4297 0.021 Uiso 1 1 calc R U . . .
C2 C 0.11440(14) 0.6155(3) 0.3506(2) 0.0156(7) Uani 1 1 d . . . . .
C3 C 0.09505(14) 0.7286(3) 0.31938(19) 0.0152(7) Uani 1 1 d . . . . .
C4 C 0.05761(15) 0.7328(4) 0.2479(2) 0.0194(7) Uani 1 1 d . . . . .
H4 H 0.0434 0.8094 0.2264 0.023 Uiso 1 1 calc R U . . .
C5 C 0.04126(15) 0.6260(4) 0.2085(2) 0.0217(8) Uani 1 1 d . . . . .
H5 H 0.0169 0.6305 0.1593 0.026 Uiso 1 1 calc R U . . .
C6 C 0.05949(15) 0.5122(4) 0.2390(2) 0.0225(8) Uani 1 1 d . . . . .
C7 C 0.09594(14) 0.5095(3) 0.3112(2) 0.0189(7) Uani 1 1 d . . . . .
H7 H 0.1083 0.4324 0.3337 0.023 Uiso 1 1 calc R U . . .
C8 C 0.04058(18) 0.3952(4) 0.1969(3) 0.0309(10) Uani 1 1 d . . . . .
H8A H 0.0025 0.3954 0.1732 0.046 Uiso 1 1 calc R U . . .
H8B H 0.0527 0.3249 0.2297 0.046 Uiso 1 1 calc R U . . .
H8C H 0.0542 0.3892 0.1603 0.046 Uiso 1 1 calc R U . . .
C9 C 0.12337(14) 0.9418(3) 0.3363(2) 0.0161(7) Uani 1 1 d . . . . .
C10 C 0.12946(15) 1.0534(3) 0.3730(2) 0.0191(7) Uani 1 1 d . . . . .
C11 C 0.14522(16) 1.1588(3) 0.3491(2) 0.0217(8) Uani 1 1 d . . . . .
H11 H 0.1488 1.2335 0.3748 0.026 Uiso 1 1 calc R U . . .
C12 C 0.15576(16) 1.1576(3) 0.2888(2) 0.0207(8) Uani 1 1 d . . . . .
C13 C 0.14964(15) 1.0466(4) 0.2528(2) 0.0201(8) Uani 1 1 d . . . . .
H13 H 0.1565 1.0433 0.2112 0.024 Uiso 1 1 calc R U . . .
C14 C 0.13396(15) 0.9410(4) 0.2752(2) 0.0191(7) Uani 1 1 d . . . . .
H14 H 0.1303 0.8669 0.2489 0.023 Uiso 1 1 calc R U . . .
C15 C 0.17541(18) 1.2698(4) 0.2650(2) 0.0280(9) Uani 1 1 d . . . . .
H15A H 0.1528 1.2872 0.2142 0.042 Uiso 1 1 calc R U . . .
H15B H 0.2109 1.2548 0.2704 0.042 Uiso 1 1 calc R U . . .
H15C H 0.1753 1.3401 0.2948 0.042 Uiso 1 1 calc R U . . .
C16 C 0.15001(15) 0.6048(3) 0.5418(2) 0.0170(7) Uani 1 1 d . . . . .
C17 C 0.20051(15) 0.6057(4) 0.5968(2) 0.0192(7) Uani 1 1 d . . . . .
C18 C 0.21220(17) 0.5318(4) 0.6573(2) 0.0224(8) Uani 1 1 d . . . . .
H18 H 0.2466 0.5315 0.6943 0.027 Uiso 1 1 calc R U . . .
C19 C 0.17467(18) 0.4582(4) 0.6647(2) 0.0243(9) Uani 1 1 d . . . . .
C24 C 0.1892(2) 0.3791(5) 0.7312(3) 0.0384(12) Uani 1 1 d . . . . .
H24A H 0.1616 0.3834 0.7480 0.058 Uiso 1 1 calc R U . . .
H24B H 0.2218 0.4088 0.7694 0.058 Uiso 1 1 calc R U . . .
H24C H 0.1935 0.2939 0.7194 0.058 Uiso 1 1 calc R U . . .
C25 C 0.05996(19) 1.1426(4) 0.4353(3) 0.0328(10) Uani 1 1 d . . . . .
H25 H 0.0689 1.2279 0.4264 0.039 Uiso 1 1 calc R U . . .
C26 C 0.0125(2) 1.1030(5) 0.3686(3) 0.0458(13) Uani 1 1 d . . . . .
H26A H 0.0212 1.1009 0.3269 0.069 Uiso 1 1 calc R U . . .
H26B H -0.0158 1.1614 0.3593 0.069 Uiso 1 1 calc R U . . .
H26C H 0.0017 1.0210 0.3764 0.069 Uiso 1 1 calc R U . . .
C27 C 0.0491(2) 1.1471(5) 0.5026(3) 0.0453(14) Uani 1 1 d . . . . .
H27A H 0.0201 1.2030 0.4940 0.068 Uiso 1 1 calc R U . . .
H27B H 0.0801 1.1766 0.5438 0.068 Uiso 1 1 calc R U . . .
H27C H 0.0403 1.0647 0.5130 0.068 Uiso 1 1 calc R U . . .
C28 C 0.17329(19) 1.1058(4) 0.5302(2) 0.0301(10) Uani 1 1 d . . . . .
H28 H 0.1672 1.0882 0.5740 0.036 Uiso 1 1 calc R U . . .
C29 C 0.22162(19) 1.0344(5) 0.5382(3) 0.0405(12) Uani 1 1 d . . . . .
H29A H 0.2151 0.9462 0.5392 0.061 Uiso 1 1 calc R U . . .
H29B H 0.2509 1.0584 0.5832 0.061 Uiso 1 1 calc R U . . .
H29C H 0.2298 1.0527 0.4972 0.061 Uiso 1 1 calc R U . . .
C30 C 0.1820(2) 1.2432(4) 0.5289(3) 0.0407(12) Uani 1 1 d . . . . .
H30A H 0.1930 1.2625 0.4907 0.061 Uiso 1 1 calc R U . . .
H30B H 0.2090 1.2691 0.5757 0.061 Uiso 1 1 calc R U . . .
H30C H 0.1496 1.2867 0.5197 0.061 Uiso 1 1 calc R U . . .
C23 C 0.05831(16) 0.5222(4) 0.4864(3) 0.0308(10) Uani 1 1 d . . . . .
H23A H 0.0611 0.5115 0.4406 0.046 Uiso 1 1 calc R U . . .
H23B H 0.0394 0.5983 0.4849 0.046 Uiso 1 1 calc R U . . .
H23C H 0.0395 0.4523 0.4942 0.046 Uiso 1 1 calc R U . . .
C22 C 0.24200(16) 0.6867(4) 0.5926(2) 0.0259(9) Uani 1 1 d . . . . .
H22A H 0.2727 0.6372 0.6004 0.039 Uiso 1 1 calc R U . . .
H22B H 0.2514 0.7504 0.6299 0.039 Uiso 1 1 calc R U . . .
H22C H 0.2290 0.7254 0.5449 0.039 Uiso 1 1 calc R U . . .
C21 C 0.11223(15) 0.5290(3) 0.5477(2) 0.0204(8) Uani 1 1 d . . . . .
C20 C 0.12509(17) 0.4586(4) 0.6098(2) 0.0250(9) Uani 1 1 d . . . . .
H20 H 0.0991 0.4094 0.6145 0.030 Uiso 1 1 calc R U . . .


_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
Re1 O1 1.684(3) . ?
Re1 N1 1.955(3) . ?
Re1 N2 1.998(3) . ?
Re1 Cl1 2.3728(11) . ?
Re1 P1 2.4177(11) . ?
P1 C10 1.791(4) . ?
P1 C25 1.841(4) . ?
P1 C28 1.846(5) . ?
N1 C16 1.435(5) . ?
N1 C1 1.486(4) . ?
N2 C9 1.412(5) . ?
N2 C3 1.424(5) . ?
C1 C2 1.495(5) . ?
C1 H1A 0.9900 . ?
C1 H1B 0.9900 . ?
C2 C7 1.378(5) . ?
C2 C3 1.389(5) . ?
C3 C4 1.397(5) . ?
C4 C5 1.378(5) . ?
C4 H4 0.9500 . ?
C5 C6 1.385(6) . ?
C5 H5 0.9500 . ?
C6 C7 1.398(6) . ?
C6 C8 1.504(5) . ?
C7 H7 0.9500 . ?
C8 H8A 0.9800 . ?
C8 H8B 0.9800 . ?
C8 H8C 0.9800 . ?
C9 C10 1.399(5) . ?
C9 C14 1.404(5) . ?
C10 C11 1.393(5) . ?
C11 C12 1.384(5) . ?
C11 H11 0.9500 . ?
C12 C13 1.387(6) . ?
C12 C15 1.507(5) . ?
C13 C14 1.379(5) . ?
C13 H13 0.9500 . ?
C14 H14 0.9500 . ?
C15 H15A 0.9800 . ?
C15 H15B 0.9800 . ?
C15 H15C 0.9800 . ?
C16 C17 1.398(6) . ?
C16 C21 1.399(5) . ?
C17 C18 1.392(5) . ?
C17 C22 1.504(6) . ?
C18 C19 1.392(6) . ?
C18 H18 0.9500 . ?
C19 C20 1.380(6) . ?
C19 C24 1.512(6) . ?
C24 H24A 0.9800 . ?
C24 H24B 0.9800 . ?
C24 H24C 0.9800 . ?
C25 C26 1.519(8) . ?
C25 C27 1.531(7) . ?
C25 H25 1.0000 . ?
C26 H26A 0.9800 . ?
C26 H26B 0.9800 . ?
C26 H26C 0.9800 . ?
C27 H27A 0.9800 . ?
C27 H27B 0.9800 . ?
C27 H27C 0.9800 . ?
C28 C30 1.518(6) . ?
C28 C29 1.526(7) . ?
C28 H28 1.0000 . ?
C29 H29A 0.9800 . ?
C29 H29B 0.9800 . ?
C29 H29C 0.9800 . ?
C30 H30A 0.9800 . ?
C30 H30B 0.9800 . ?
C30 H30C 0.9800 . ?
C23 C21 1.516(6) . ?
C23 H23A 0.9800 . ?
C23 H23B 0.9800 . ?
C23 H23C 0.9800 . ?
C22 H22A 0.9800 . ?
C22 H22B 0.9800 . ?
C22 H22C 0.9800 . ?
C21 C20 1.391(6) . ?
C20 H20 0.9500 . ?

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 Re1 N1 117.05(13) . . ?
O1 Re1 N2 103.38(13) . . ?
N1 Re1 N2 87.07(12) . . ?
O1 Re1 Cl1 102.12(10) . . ?
N1 Re1 Cl1 85.57(9) . . ?
N2 Re1 Cl1 154.07(10) . . ?
O1 Re1 P1 106.59(10) . . ?
N1 Re1 P1 136.28(10) . . ?
N2 Re1 P1 80.34(9) . . ?
Cl1 Re1 P1 87.96(4) . . ?
C10 P1 C25 107.6(2) . . ?
C10 P1 C28 109.3(2) . . ?
C25 P1 C28 108.9(2) . . ?
C10 P1 Re1 100.97(13) . . ?
C25 P1 Re1 112.04(15) . . ?
C28 P1 Re1 117.30(15) . . ?
C16 N1 C1 110.7(3) . . ?
C16 N1 Re1 126.8(2) . . ?
C1 N1 Re1 122.5(2) . . ?
C9 N2 C3 118.3(3) . . ?
C9 N2 Re1 124.6(2) . . ?
C3 N2 Re1 115.5(2) . . ?
N1 C1 C2 112.7(3) . . ?
N1 C1 H1A 109.0 . . ?
C2 C1 H1A 109.0 . . ?
N1 C1 H1B 109.0 . . ?
C2 C1 H1B 109.0 . . ?
H1A C1 H1B 107.8 . . ?
C7 C2 C3 119.7(3) . . ?
C7 C2 C1 122.2(3) . . ?
C3 C2 C1 118.1(3) . . ?
C2 C3 C4 119.2(3) . . ?
C2 C3 N2 117.8(3) . . ?
C4 C3 N2 122.7(3) . . ?
C5 C4 C3 120.1(4) . . ?
C5 C4 H4 119.9 . . ?
C3 C4 H4 119.9 . . ?
C4 C5 C6 121.5(4) . . ?
C4 C5 H5 119.2 . . ?
C6 C5 H5 119.2 . . ?
C5 C6 C7 117.6(4) . . ?
C5 C6 C8 121.7(4) . . ?
C7 C6 C8 120.8(4) . . ?
C2 C7 C6 121.9(4) . . ?
C2 C7 H7 119.1 . . ?
C6 C7 H7 119.1 . . ?
C6 C8 H8A 109.5 . . ?
C6 C8 H8B 109.5 . . ?
H8A C8 H8B 109.5 . . ?
C6 C8 H8C 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
C10 C9 C14 117.2(3) . . ?
C10 C9 N2 119.8(3) . . ?
C14 C9 N2 122.8(3) . . ?
C11 C10 C9 120.9(3) . . ?
C11 C10 P1 124.9(3) . . ?
C9 C10 P1 114.2(3) . . ?
C12 C11 C10 121.7(4) . . ?
C12 C11 H11 119.1 . . ?
C10 C11 H11 119.1 . . ?
C11 C12 C13 117.0(3) . . ?
C11 C12 C15 121.9(4) . . ?
C13 C12 C15 121.0(4) . . ?
C14 C13 C12 122.5(3) . . ?
C14 C13 H13 118.7 . . ?
C12 C13 H13 118.7 . . ?
C13 C14 C9 120.6(4) . . ?
C13 C14 H14 119.7 . . ?
C9 C14 H14 119.7 . . ?
C12 C15 H15A 109.5 . . ?
C12 C15 H15B 109.5 . . ?
H15A C15 H15B 109.5 . . ?
C12 C15 H15C 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
C17 C16 C21 120.0(3) . . ?
C17 C16 N1 120.8(3) . . ?
C21 C16 N1 119.1(3) . . ?
C18 C17 C16 119.1(4) . . ?
C18 C17 C22 119.4(4) . . ?
C16 C17 C22 121.5(3) . . ?
C17 C18 C19 121.5(4) . . ?
C17 C18 H18 119.2 . . ?
C19 C18 H18 119.2 . . ?
C20 C19 C18 118.4(4) . . ?
C20 C19 C24 121.9(4) . . ?
C18 C19 C24 119.7(4) . . ?
C19 C24 H24A 109.5 . . ?
C19 C24 H24B 109.5 . . ?
H24A C24 H24B 109.5 . . ?
C19 C24 H24C 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
C26 C25 C27 112.1(4) . . ?
C26 C25 P1 112.0(3) . . ?
C27 C25 P1 110.5(4) . . ?
C26 C25 H25 107.3 . . ?
C27 C25 H25 107.3 . . ?
P1 C25 H25 107.3 . . ?
C25 C26 H26A 109.5 . . ?
C25 C26 H26B 109.5 . . ?
H26A C26 H26B 109.5 . . ?
C25 C26 H26C 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?
C25 C27 H27A 109.5 . . ?
C25 C27 H27B 109.5 . . ?
H27A C27 H27B 109.5 . . ?
C25 C27 H27C 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
C30 C28 C29 111.0(4) . . ?
C30 C28 P1 115.2(4) . . ?
C29 C28 P1 108.9(3) . . ?
C30 C28 H28 107.1 . . ?
C29 C28 H28 107.1 . . ?
P1 C28 H28 107.1 . . ?
C28 C29 H29A 109.5 . . ?
C28 C29 H29B 109.5 . . ?
H29A C29 H29B 109.5 . . ?
C28 C29 H29C 109.5 . . ?
H29A C29 H29C 109.5 . . ?
H29B C29 H29C 109.5 . . ?
C28 C30 H30A 109.5 . . ?
C28 C30 H30B 109.5 . . ?
H30A C30 H30B 109.5 . . ?
C28 C30 H30C 109.5 . . ?
H30A C30 H30C 109.5 . . ?
H30B C30 H30C 109.5 . . ?
C21 C23 H23A 109.5 . . ?
C21 C23 H23B 109.5 . . ?
H23A C23 H23B 109.5 . . ?
C21 C23 H23C 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
C17 C22 H22A 109.5 . . ?
C17 C22 H22B 109.5 . . ?
H22A C22 H22B 109.5 . . ?
C17 C22 H22C 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
C20 C21 C16 119.2(4) . . ?
C20 C21 C23 120.7(4) . . ?
C16 C21 C23 120.1(4) . . ?
C19 C20 C21 121.8(4) . . ?
C19 C20 H20 119.1 . . ?
C21 C20 H20 119.1 . . ?

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
C16 N1 C1 C2 135.7(3) . . . . ?
Re1 N1 C1 C2 -40.6(4) . . . . ?
N1 C1 C2 C7 -123.1(4) . . . . ?
N1 C1 C2 C3 56.0(4) . . . . ?
C7 C2 C3 C4 -1.0(5) . . . . ?
C1 C2 C3 C4 179.9(3) . . . . ?
C7 C2 C3 N2 173.1(3) . . . . ?
C1 C2 C3 N2 -6.1(5) . . . . ?
C9 N2 C3 C2 138.1(3) . . . . ?
Re1 N2 C3 C2 -55.6(4) . . . . ?
C9 N2 C3 C4 -48.0(5) . . . . ?
Re1 N2 C3 C4 118.2(3) . . . . ?
C2 C3 C4 C5 -1.7(5) . . . . ?
N2 C3 C4 C5 -175.5(3) . . . . ?
C3 C4 C5 C6 2.8(6) . . . . ?
C4 C5 C6 C7 -1.1(6) . . . . ?
C4 C5 C6 C8 178.2(4) . . . . ?
C3 C2 C7 C6 2.6(5) . . . . ?
C1 C2 C7 C6 -178.2(3) . . . . ?
C5 C6 C7 C2 -1.6(6) . . . . ?
C8 C6 C7 C2 179.1(4) . . . . ?
C3 N2 C9 C10 168.0(3) . . . . ?
Re1 N2 C9 C10 3.1(5) . . . . ?
C3 N2 C9 C14 -16.8(5) . . . . ?
Re1 N2 C9 C14 178.3(3) . . . . ?
C14 C9 C10 C11 0.2(6) . . . . ?
N2 C9 C10 C11 175.7(4) . . . . ?
C14 C9 C10 P1 -178.5(3) . . . . ?
N2 C9 C10 P1 -3.0(5) . . . . ?
C25 P1 C10 C11 65.5(4) . . . . ?
C28 P1 C10 C11 -52.7(4) . . . . ?
Re1 P1 C10 C11 -176.9(3) . . . . ?
C25 P1 C10 C9 -115.9(3) . . . . ?
C28 P1 C10 C9 125.9(3) . . . . ?
Re1 P1 C10 C9 1.7(3) . . . . ?
C9 C10 C11 C12 -0.4(6) . . . . ?
P1 C10 C11 C12 178.1(3) . . . . ?
C10 C11 C12 C13 0.4(6) . . . . ?
C10 C11 C12 C15 -176.8(4) . . . . ?
C11 C12 C13 C14 -0.2(6) . . . . ?
C15 C12 C13 C14 177.1(4) . . . . ?
C12 C13 C14 C9 0.0(6) . . . . ?
C10 C9 C14 C13 0.0(6) . . . . ?
N2 C9 C14 C13 -175.4(3) . . . . ?
C1 N1 C16 C17 78.9(4) . . . . ?
Re1 N1 C16 C17 -105.0(4) . . . . ?
C1 N1 C16 C21 -98.0(4) . . . . ?
Re1 N1 C16 C21 78.1(4) . . . . ?
C21 C16 C17 C18 -0.8(5) . . . . ?
N1 C16 C17 C18 -177.7(3) . . . . ?
C21 C16 C17 C22 -179.4(4) . . . . ?
N1 C16 C17 C22 3.7(6) . . . . ?
C16 C17 C18 C19 -0.8(6) . . . . ?
C22 C17 C18 C19 177.9(4) . . . . ?
C17 C18 C19 C20 0.9(6) . . . . ?
C17 C18 C19 C24 179.8(4) . . . . ?
C10 P1 C25 C26 58.1(4) . . . . ?
C28 P1 C25 C26 176.5(3) . . . . ?
Re1 P1 C25 C26 -52.0(4) . . . . ?
C10 P1 C25 C27 -176.1(3) . . . . ?
C28 P1 C25 C27 -57.7(4) . . . . ?
Re1 P1 C25 C27 73.8(4) . . . . ?
C10 P1 C28 C30 69.4(4) . . . . ?
C25 P1 C28 C30 -48.0(4) . . . . ?
Re1 P1 C28 C30 -176.6(3) . . . . ?
C10 P1 C28 C29 -56.1(4) . . . . ?
C25 P1 C28 C29 -173.4(3) . . . . ?
Re1 P1 C28 C29 58.0(4) . . . . ?
C17 C16 C21 C20 2.3(5) . . . . ?
N1 C16 C21 C20 179.2(3) . . . . ?
C17 C16 C21 C23 -176.5(4) . . . . ?
N1 C16 C21 C23 0.5(5) . . . . ?
C18 C19 C20 C21 0.7(6) . . . . ?
C24 C19 C20 C21 -178.3(4) . . . . ?
C16 C21 C20 C19 -2.2(6) . . . . ?
C23 C21 C20 C19 176.5(4) . . . . ?

_refine_diff_density_max         5.492
_refine_diff_density_min         -1.859
_refine_diff_density_rms         0.126

_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: toluene/pentane'
####################################################################### 
# 
# 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_4-OTf
_database_code_depnum_ccdc_archive 'CCDC 1504715'
_audit_update_record             
;
2016-09-16 deposited with the CCDC.
2016-10-17 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        (PNN)ReO(OTf)
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C31 H39 F3 N2 O4 P Re S'
_chemical_formula_weight         809.87

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'
F F 0.0171 0.0103 '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'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Re Re -1.0185 7.2310 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/n'
_space_group_name_Hall           '-P 2yn'

_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.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   9.305(4)
_cell_length_b                   17.154(7)
_cell_length_c                   20.738(9)
_cell_angle_alpha                90
_cell_angle_beta                 90.579(5)
_cell_angle_gamma                90
_cell_volume                     3310(2)
_cell_formula_units_Z            4
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    9978
_cell_measurement_theta_min      4.590
_cell_measurement_theta_max      54.799

_exptl_crystal_description       block
_exptl_crystal_colour            'dark red'
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.625
_exptl_crystal_F_000             1616
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.150
_exptl_crystal_size_mid          0.120
_exptl_crystal_size_min          0.080
_exptl_absorpt_coefficient_mu    3.837
_shelx_estimated_absorpt_T_min   0.597
_shelx_estimated_absorpt_T_max   0.749
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.5423
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_process_details   sadabs
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            37741
_diffrn_reflns_av_unetI/netI     0.0328
_diffrn_reflns_av_R_equivalents  0.0436
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_theta_min         1.964
_diffrn_reflns_theta_max         27.519
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             7567
_reflns_number_gt                6428
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_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.
;

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0337P)²+2.1533P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         7567
_refine_ls_number_parameters     397
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0349
_refine_ls_R_factor_gt           0.0263
_refine_ls_wR_factor_ref         0.0670
_refine_ls_wR_factor_gt          0.0637
_refine_ls_goodness_of_fit_ref   1.056
_refine_ls_restrained_S_all      1.056
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

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
Re1 Re -0.03527(2) 0.22510(2) 0.10075(2) 0.01802(5) Uani 1 1 d . . . . .
O1 O -0.1378(3) 0.23652(13) 0.03324(12) 0.0288(5) Uani 1 1 d . . . . .
C1 C -0.3211(5) 0.4315(2) 0.1177(2) 0.0474(11) Uani 1 1 d . . . . .
S1 S -0.27091(9) 0.35268(5) 0.17227(4) 0.02671(18) Uani 1 1 d . . . . .
P1 P -0.14489(9) 0.12129(5) 0.16004(4) 0.01934(17) Uani 1 1 d . . . . .
C2 C 0.0795(3) 0.06068(17) 0.09543(15) 0.0202(6) Uani 1 1 d . . . . .
F1 F -0.3282(4) 0.40747(17) 0.05727(14) 0.0731(9) Uani 1 1 d . . . . .
F2 F -0.4480(3) 0.45997(17) 0.13348(18) 0.0804(10) Uani 1 1 d . . . . .
F3 F -0.2266(3) 0.48950(14) 0.12100(16) 0.0690(8) Uani 1 1 d . . . . .
C3 C -0.0373(3) 0.03989(18) 0.13413(15) 0.0210(6) Uani 1 1 d . . . . .
O2 O -0.1368(2) 0.32534(14) 0.14433(13) 0.0319(6) Uani 1 1 d . . . . .
O3 O -0.2480(3) 0.38984(17) 0.23295(14) 0.0485(8) Uani 1 1 d . . . . .
O4 O -0.3858(3) 0.29818(15) 0.16767(14) 0.0359(6) Uani 1 1 d . . . . .
C4 C -0.0559(4) -0.03780(18) 0.15355(16) 0.0256(7) Uani 1 1 d . . . . .
H4 H -0.1345 -0.0509 0.1803 0.031 Uiso 1 1 calc R U . . .
N1 N 0.0969(3) 0.14061(15) 0.07867(13) 0.0200(5) Uani 1 1 d . . . . .
N2 N 0.1333(3) 0.28241(15) 0.13090(13) 0.0199(5) Uani 1 1 d . . . . .
C5 C 0.0374(4) -0.09547(19) 0.13462(17) 0.0264(7) Uani 1 1 d . . . . .
C6 C 0.1533(4) -0.0741(2) 0.09613(17) 0.0293(8) Uani 1 1 d . . . . .
H6 H 0.2185 -0.1132 0.0824 0.035 Uiso 1 1 calc R U . . .
C7 C 0.1758(4) 0.00202(19) 0.07751(16) 0.0258(7) Uani 1 1 d . . . . .
H7 H 0.2573 0.0148 0.0523 0.031 Uiso 1 1 calc R U . . .
C8 C 0.0127(4) -0.1804(2) 0.1533(2) 0.0381(9) Uani 1 1 d . . . . .
H8A H -0.0617 -0.2030 0.1252 0.057 Uiso 1 1 calc R U . . .
H8B H -0.0185 -0.1831 0.1982 0.057 Uiso 1 1 calc R U . . .
H8C H 0.1023 -0.2097 0.1485 0.057 Uiso 1 1 calc R U . . .
C9 C 0.2190(3) 0.16182(17) 0.04080(15) 0.0199(6) Uani 1 1 d . . . . .
C14 C 0.2366(4) 0.13670(19) -0.02213(16) 0.0249(7) Uani 1 1 d . . . . .
H14 H 0.1709 0.1004 -0.0405 0.030 Uiso 1 1 calc R U . . .
C13 C 0.3503(4) 0.1645(2) -0.05833(16) 0.0280(7) Uani 1 1 d . . . . .
H13 H 0.3617 0.1470 -0.1014 0.034 Uiso 1 1 calc R U . . .
C12 C 0.4476(4) 0.21775(19) -0.03250(17) 0.0259(7) Uani 1 1 d . . . . .
C11 C 0.4296(4) 0.24238(19) 0.03094(17) 0.0239(7) Uani 1 1 d . . . . .
H11 H 0.4962 0.2782 0.0494 0.029 Uiso 1 1 calc R U . . .
C10 C 0.3151(3) 0.21513(17) 0.06785(16) 0.0204(6) Uani 1 1 d . . . . .
C16 C 0.2793(3) 0.24636(19) 0.13317(17) 0.0237(7) Uani 1 1 d . . . . .
H16A H 0.2813 0.2036 0.1652 0.028 Uiso 1 1 calc R U . . .
H16B H 0.3514 0.2858 0.1464 0.028 Uiso 1 1 calc R U . . .
C15 C 0.5686(4) 0.2507(2) -0.0718(2) 0.0366(9) Uani 1 1 d . . . . .
H15A H 0.5704 0.2250 -0.1139 0.055 Uiso 1 1 calc R U . . .
H15B H 0.6601 0.2417 -0.0492 0.055 Uiso 1 1 calc R U . . .
H15C H 0.5540 0.3068 -0.0777 0.055 Uiso 1 1 calc R U . . .
C17 C 0.1388(3) 0.36742(18) 0.13192(16) 0.0225(7) Uani 1 1 d . . . . .
C18 C 0.1365(4) 0.4104(2) 0.07497(18) 0.0287(8) Uani 1 1 d . . . . .
C19 C 0.1387(4) 0.4918(2) 0.0799(2) 0.0359(9) Uani 1 1 d . . . . .
H19 H 0.1371 0.5220 0.0415 0.043 Uiso 1 1 calc R U . . .
C20 C 0.1430(4) 0.5299(2) 0.1387(2) 0.0365(9) Uani 1 1 d . . . . .
C21 C 0.1497(4) 0.4851(2) 0.1941(2) 0.0331(8) Uani 1 1 d . . . . .
H21 H 0.1564 0.5105 0.2347 0.040 Uiso 1 1 calc R U . . .
C26 C -0.3348(3) 0.10662(19) 0.13549(16) 0.0243(7) Uani 1 1 d . . . . .
H26 H -0.3842 0.1582 0.1388 0.029 Uiso 1 1 calc R U . . .
C27 C -0.3451(4) 0.0808(2) 0.06556(17) 0.0297(8) Uani 1 1 d . . . . .
H27A H -0.2905 0.1170 0.0386 0.045 Uiso 1 1 calc R U . . .
H27B H -0.4460 0.0807 0.0516 0.045 Uiso 1 1 calc R U . . .
H27C H -0.3052 0.0282 0.0614 0.045 Uiso 1 1 calc R U . . .
C28 C -0.4154(4) 0.0494(2) 0.17882(19) 0.0405(9) Uani 1 1 d . . . . .
H28A H -0.5158 0.0456 0.1643 0.061 Uiso 1 1 calc R U . . .
H28B H -0.4119 0.0681 0.2235 0.061 Uiso 1 1 calc R U . . .
H28C H -0.3701 -0.0021 0.1763 0.061 Uiso 1 1 calc R U . . .
C29 C -0.1308(4) 0.1189(2) 0.24861(16) 0.0276(7) Uani 1 1 d . . . . .
H29 H -0.1707 0.0678 0.2633 0.033 Uiso 1 1 calc R U . . .
C31 C -0.2170(4) 0.1833(2) 0.28132(18) 0.0372(9) Uani 1 1 d . . . . .
H31A H -0.1741 0.2340 0.2715 0.056 Uiso 1 1 calc R U . . .
H31B H -0.2158 0.1750 0.3281 0.056 Uiso 1 1 calc R U . . .
H31C H -0.3165 0.1821 0.2653 0.056 Uiso 1 1 calc R U . . .
C30 C 0.0273(4) 0.1218(2) 0.26950(18) 0.0366(9) Uani 1 1 d . . . . .
H30A H 0.0791 0.0783 0.2498 0.055 Uiso 1 1 calc R U . . .
H30B H 0.0342 0.1177 0.3166 0.055 Uiso 1 1 calc R U . . .
H30C H 0.0697 0.1712 0.2556 0.055 Uiso 1 1 calc R U . . .
C25 C 0.1350(5) 0.6178(2) 0.1418(3) 0.0512(12) Uani 1 1 d . . . . .
H25A H 0.1893 0.6402 0.1060 0.077 Uiso 1 1 calc R U . . .
H25B H 0.1762 0.6359 0.1828 0.077 Uiso 1 1 calc R U . . .
H25C H 0.0344 0.6344 0.1385 0.077 Uiso 1 1 calc R U . . .
C24 C 0.1431(4) 0.3574(2) 0.25362(17) 0.0369(9) Uani 1 1 d . . . . .
H24A H 0.0487 0.3327 0.2578 0.055 Uiso 1 1 calc R U . . .
H24B H 0.1604 0.3920 0.2905 0.055 Uiso 1 1 calc R U . . .
H24C H 0.2178 0.3172 0.2525 0.055 Uiso 1 1 calc R U . . .
C23 C 0.1252(5) 0.3739(2) 0.00894(17) 0.0377(9) Uani 1 1 d . . . . .
H23A H 0.1559 0.4117 -0.0236 0.057 Uiso 1 1 calc R U . . .
H23B H 0.0254 0.3586 0.0003 0.057 Uiso 1 1 calc R U . . .
H23C H 0.1871 0.3278 0.0072 0.057 Uiso 1 1 calc R U . . .
C22 C 0.1469(4) 0.4042(2) 0.19233(17) 0.0280(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
Re1 O1 1.698(3) . ?
Re1 N2 1.949(3) . ?
Re1 N1 1.958(3) . ?
Re1 O2 2.164(2) . ?
Re1 P1 2.3975(10) . ?
C1 F1 1.321(5) . ?
C1 F2 1.322(5) . ?
C1 F3 1.329(5) . ?
C1 S1 1.820(5) . ?
S1 O4 1.423(3) . ?
S1 O3 1.425(3) . ?
S1 O2 1.458(2) . ?
P1 C3 1.803(3) . ?
P1 C29 1.841(3) . ?
P1 C26 1.852(3) . ?
C2 C7 1.400(4) . ?
C2 C3 1.403(4) . ?
C2 N1 1.424(4) . ?
C3 C4 1.404(4) . ?
C4 C5 1.376(5) . ?
C4 H4 0.9500 . ?
N1 C9 1.434(4) . ?
N2 C17 1.459(4) . ?
N2 C16 1.493(4) . ?
C5 C6 1.397(5) . ?
C5 C8 1.526(5) . ?
C6 C7 1.378(5) . ?
C6 H6 0.9500 . ?
C7 H7 0.9500 . ?
C8 H8A 0.9800 . ?
C8 H8B 0.9800 . ?
C8 H8C 0.9800 . ?
C9 C14 1.386(4) . ?
C9 C10 1.393(4) . ?
C14 C13 1.388(5) . ?
C14 H14 0.9500 . ?
C13 C12 1.389(5) . ?
C13 H13 0.9500 . ?
C12 C11 1.393(5) . ?
C12 C15 1.506(5) . ?
C11 C10 1.399(5) . ?
C11 H11 0.9500 . ?
C10 C16 1.497(5) . ?
C16 H16A 0.9900 . ?
C16 H16B 0.9900 . ?
C15 H15A 0.9800 . ?
C15 H15B 0.9800 . ?
C15 H15C 0.9800 . ?
C17 C18 1.393(5) . ?
C17 C22 1.404(5) . ?
C18 C19 1.399(5) . ?
C18 C23 1.509(5) . ?
C19 C20 1.383(6) . ?
C19 H19 0.9500 . ?
C20 C21 1.383(6) . ?
C20 C25 1.512(5) . ?
C21 C22 1.388(5) . ?
C21 H21 0.9500 . ?
C26 C27 1.518(5) . ?
C26 C28 1.532(5) . ?
C26 H26 1.0000 . ?
C27 H27A 0.9800 . ?
C27 H27B 0.9800 . ?
C27 H27C 0.9800 . ?
C28 H28A 0.9800 . ?
C28 H28B 0.9800 . ?
C28 H28C 0.9800 . ?
C29 C31 1.528(5) . ?
C29 C30 1.530(5) . ?
C29 H29 1.0000 . ?
C31 H31A 0.9800 . ?
C31 H31B 0.9800 . ?
C31 H31C 0.9800 . ?
C30 H30A 0.9800 . ?
C30 H30B 0.9800 . ?
C30 H30C 0.9800 . ?
C25 H25A 0.9800 . ?
C25 H25B 0.9800 . ?
C25 H25C 0.9800 . ?
C24 C22 1.503(5) . ?
C24 H24A 0.9800 . ?
C24 H24B 0.9800 . ?
C24 H24C 0.9800 . ?
C23 H23A 0.9800 . ?
C23 H23B 0.9800 . ?
C23 H23C 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 Re1 N2 130.56(11) . . ?
O1 Re1 N1 103.99(12) . . ?
N2 Re1 N1 86.72(11) . . ?
O1 Re1 O2 90.48(11) . . ?
N2 Re1 O2 79.56(10) . . ?
N1 Re1 O2 164.51(10) . . ?
O1 Re1 P1 105.67(8) . . ?
N2 Re1 P1 123.74(8) . . ?
N1 Re1 P1 80.89(8) . . ?
O2 Re1 P1 100.73(8) . . ?
F1 C1 F2 108.2(4) . . ?
F1 C1 F3 108.0(4) . . ?
F2 C1 F3 107.6(4) . . ?
F1 C1 S1 111.6(3) . . ?
F2 C1 S1 110.2(3) . . ?
F3 C1 S1 111.1(3) . . ?
O4 S1 O3 117.31(18) . . ?
O4 S1 O2 114.04(15) . . ?
O3 S1 O2 111.95(17) . . ?
O4 S1 C1 104.98(19) . . ?
O3 S1 C1 104.6(2) . . ?
O2 S1 C1 101.95(19) . . ?
C3 P1 C29 104.25(15) . . ?
C3 P1 C26 110.14(15) . . ?
C29 P1 C26 109.23(16) . . ?
C3 P1 Re1 100.48(11) . . ?
C29 P1 Re1 120.13(12) . . ?
C26 P1 Re1 111.71(11) . . ?
C7 C2 C3 118.1(3) . . ?
C7 C2 N1 123.5(3) . . ?
C3 C2 N1 118.4(3) . . ?
C2 C3 C4 120.3(3) . . ?
C2 C3 P1 114.2(2) . . ?
C4 C3 P1 125.4(3) . . ?
S1 O2 Re1 143.17(15) . . ?
C5 C4 C3 121.4(3) . . ?
C5 C4 H4 119.3 . . ?
C3 C4 H4 119.3 . . ?
C2 N1 C9 118.1(2) . . ?
C2 N1 Re1 125.6(2) . . ?
C9 N1 Re1 116.30(19) . . ?
C17 N2 C16 112.5(2) . . ?
C17 N2 Re1 122.4(2) . . ?
C16 N2 Re1 122.0(2) . . ?
C4 C5 C6 117.8(3) . . ?
C4 C5 C8 121.1(3) . . ?
C6 C5 C8 121.0(3) . . ?
C7 C6 C5 122.0(3) . . ?
C7 C6 H6 119.0 . . ?
C5 C6 H6 119.0 . . ?
C6 C7 C2 120.5(3) . . ?
C6 C7 H7 119.8 . . ?
C2 C7 H7 119.8 . . ?
C5 C8 H8A 109.5 . . ?
C5 C8 H8B 109.5 . . ?
H8A C8 H8B 109.5 . . ?
C5 C8 H8C 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
C14 C9 C10 120.1(3) . . ?
C14 C9 N1 122.6(3) . . ?
C10 C9 N1 117.0(3) . . ?
C9 C14 C13 120.0(3) . . ?
C9 C14 H14 120.0 . . ?
C13 C14 H14 120.0 . . ?
C14 C13 C12 121.0(3) . . ?
C14 C13 H13 119.5 . . ?
C12 C13 H13 119.5 . . ?
C13 C12 C11 118.6(3) . . ?
C13 C12 C15 121.7(3) . . ?
C11 C12 C15 119.6(3) . . ?
C12 C11 C10 121.0(3) . . ?
C12 C11 H11 119.5 . . ?
C10 C11 H11 119.5 . . ?
C9 C10 C11 119.2(3) . . ?
C9 C10 C16 116.9(3) . . ?
C11 C10 C16 123.6(3) . . ?
N2 C16 C10 109.3(3) . . ?
N2 C16 H16A 109.8 . . ?
C10 C16 H16A 109.8 . . ?
N2 C16 H16B 109.8 . . ?
C10 C16 H16B 109.8 . . ?
H16A C16 H16B 108.3 . . ?
C12 C15 H15A 109.5 . . ?
C12 C15 H15B 109.5 . . ?
H15A C15 H15B 109.5 . . ?
C12 C15 H15C 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
C18 C17 C22 121.3(3) . . ?
C18 C17 N2 121.1(3) . . ?
C22 C17 N2 117.6(3) . . ?
C17 C18 C19 117.8(3) . . ?
C17 C18 C23 123.4(3) . . ?
C19 C18 C23 118.8(3) . . ?
C20 C19 C18 122.4(4) . . ?
C20 C19 H19 118.8 . . ?
C18 C19 H19 118.8 . . ?
C21 C20 C19 118.0(3) . . ?
C21 C20 C25 121.4(4) . . ?
C19 C20 C25 120.5(4) . . ?
C20 C21 C22 122.2(4) . . ?
C20 C21 H21 118.9 . . ?
C22 C21 H21 118.9 . . ?
C27 C26 C28 110.3(3) . . ?
C27 C26 P1 110.6(2) . . ?
C28 C26 P1 113.4(3) . . ?
C27 C26 H26 107.4 . . ?
C28 C26 H26 107.4 . . ?
P1 C26 H26 107.4 . . ?
C26 C27 H27A 109.5 . . ?
C26 C27 H27B 109.5 . . ?
H27A C27 H27B 109.5 . . ?
C26 C27 H27C 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
C26 C28 H28A 109.5 . . ?
C26 C28 H28B 109.5 . . ?
H28A C28 H28B 109.5 . . ?
C26 C28 H28C 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?
C31 C29 C30 111.0(3) . . ?
C31 C29 P1 113.3(2) . . ?
C30 C29 P1 109.9(2) . . ?
C31 C29 H29 107.5 . . ?
C30 C29 H29 107.5 . . ?
P1 C29 H29 107.5 . . ?
C29 C31 H31A 109.5 . . ?
C29 C31 H31B 109.5 . . ?
H31A C31 H31B 109.5 . . ?
C29 C31 H31C 109.5 . . ?
H31A C31 H31C 109.5 . . ?
H31B C31 H31C 109.5 . . ?
C29 C30 H30A 109.5 . . ?
C29 C30 H30B 109.5 . . ?
H30A C30 H30B 109.5 . . ?
C29 C30 H30C 109.5 . . ?
H30A C30 H30C 109.5 . . ?
H30B C30 H30C 109.5 . . ?
C20 C25 H25A 109.5 . . ?
C20 C25 H25B 109.5 . . ?
H25A C25 H25B 109.5 . . ?
C20 C25 H25C 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 109.5 . . ?
C22 C24 H24A 109.5 . . ?
C22 C24 H24B 109.5 . . ?
H24A C24 H24B 109.5 . . ?
C22 C24 H24C 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
C18 C23 H23A 109.5 . . ?
C18 C23 H23B 109.5 . . ?
H23A C23 H23B 109.5 . . ?
C18 C23 H23C 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
C21 C22 C17 118.2(3) . . ?
C21 C22 C24 120.8(3) . . ?
C17 C22 C24 120.9(3) . . ?

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
F1 C1 S1 O4 -64.0(4) . . . . ?
F2 C1 S1 O4 56.4(4) . . . . ?
F3 C1 S1 O4 175.5(3) . . . . ?
F1 C1 S1 O3 172.0(3) . . . . ?
F2 C1 S1 O3 -67.7(4) . . . . ?
F3 C1 S1 O3 51.4(4) . . . . ?
F1 C1 S1 O2 55.2(4) . . . . ?
F2 C1 S1 O2 175.6(3) . . . . ?
F3 C1 S1 O2 -65.3(3) . . . . ?
C7 C2 C3 C4 -0.4(5) . . . . ?
N1 C2 C3 C4 -177.9(3) . . . . ?
C7 C2 C3 P1 174.8(2) . . . . ?
N1 C2 C3 P1 -2.7(4) . . . . ?
C29 P1 C3 C2 -119.0(3) . . . . ?
C26 P1 C3 C2 124.0(2) . . . . ?
Re1 P1 C3 C2 6.0(3) . . . . ?
C29 P1 C3 C4 56.0(3) . . . . ?
C26 P1 C3 C4 -61.1(3) . . . . ?
Re1 P1 C3 C4 -179.0(3) . . . . ?
O4 S1 O2 Re1 -5.4(3) . . . . ?
O3 S1 O2 Re1 130.8(3) . . . . ?
C1 S1 O2 Re1 -118.0(3) . . . . ?
C2 C3 C4 C5 -1.0(5) . . . . ?
P1 C3 C4 C5 -175.6(3) . . . . ?
C7 C2 N1 C9 0.7(5) . . . . ?
C3 C2 N1 C9 178.1(3) . . . . ?
C7 C2 N1 Re1 178.8(2) . . . . ?
C3 C2 N1 Re1 -3.8(4) . . . . ?
C3 C4 C5 C6 1.0(5) . . . . ?
C3 C4 C5 C8 -177.1(3) . . . . ?
C4 C5 C6 C7 0.4(5) . . . . ?
C8 C5 C6 C7 178.5(3) . . . . ?
C5 C6 C7 C2 -1.8(5) . . . . ?
C3 C2 C7 C6 1.8(5) . . . . ?
N1 C2 C7 C6 179.2(3) . . . . ?
C2 N1 C9 C14 65.5(4) . . . . ?
Re1 N1 C9 C14 -112.8(3) . . . . ?
C2 N1 C9 C10 -120.1(3) . . . . ?
Re1 N1 C9 C10 61.6(3) . . . . ?
C10 C9 C14 C13 0.1(5) . . . . ?
N1 C9 C14 C13 174.3(3) . . . . ?
C9 C14 C13 C12 -0.1(5) . . . . ?
C14 C13 C12 C11 0.5(5) . . . . ?
C14 C13 C12 C15 -177.9(3) . . . . ?
C13 C12 C11 C10 -0.9(5) . . . . ?
C15 C12 C11 C10 177.5(3) . . . . ?
C14 C9 C10 C11 -0.5(5) . . . . ?
N1 C9 C10 C11 -175.0(3) . . . . ?
C14 C9 C10 C16 173.1(3) . . . . ?
N1 C9 C10 C16 -1.4(4) . . . . ?
C12 C11 C10 C9 0.8(5) . . . . ?
C12 C11 C10 C16 -172.3(3) . . . . ?
C17 N2 C16 C10 -105.7(3) . . . . ?
Re1 N2 C16 C10 54.9(3) . . . . ?
C9 C10 C16 N2 -56.1(4) . . . . ?
C11 C10 C16 N2 117.2(3) . . . . ?
C16 N2 C17 C18 94.0(4) . . . . ?
Re1 N2 C17 C18 -66.6(4) . . . . ?
C16 N2 C17 C22 -85.8(3) . . . . ?
Re1 N2 C17 C22 113.7(3) . . . . ?
C22 C17 C18 C19 -1.7(5) . . . . ?
N2 C17 C18 C19 178.6(3) . . . . ?
C22 C17 C18 C23 -178.9(3) . . . . ?
N2 C17 C18 C23 1.3(5) . . . . ?
C17 C18 C19 C20 0.0(5) . . . . ?
C23 C18 C19 C20 177.4(4) . . . . ?
C18 C19 C20 C21 1.9(6) . . . . ?
C18 C19 C20 C25 -175.8(3) . . . . ?
C19 C20 C21 C22 -2.4(5) . . . . ?
C25 C20 C21 C22 175.4(3) . . . . ?
C3 P1 C26 C27 -46.8(3) . . . . ?
C29 P1 C26 C27 -160.7(2) . . . . ?
Re1 P1 C26 C27 64.0(2) . . . . ?
C3 P1 C26 C28 77.8(3) . . . . ?
C29 P1 C26 C28 -36.1(3) . . . . ?
Re1 P1 C26 C28 -171.4(2) . . . . ?
C3 P1 C29 C31 -179.2(3) . . . . ?
C26 P1 C29 C31 -61.5(3) . . . . ?
Re1 P1 C29 C31 69.4(3) . . . . ?
C3 P1 C29 C30 56.0(3) . . . . ?
C26 P1 C29 C30 173.7(2) . . . . ?
Re1 P1 C29 C30 -55.4(3) . . . . ?
C20 C21 C22 C17 0.8(5) . . . . ?
C20 C21 C22 C24 -175.4(3) . . . . ?
C18 C17 C22 C21 1.3(5) . . . . ?
N2 C17 C22 C21 -178.9(3) . . . . ?
C18 C17 C22 C24 177.5(3) . . . . ?
N2 C17 C22 C24 -2.8(5) . . . . ?

_refine_diff_density_max         1.798
_refine_diff_density_min         -0.573
_refine_diff_density_rms         0.109


_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: Et2O/ Pentane'
