# Electronic Supplementary Material (ESI) for Chemical Science.
# This journal is © The Royal Society of Chemistry 2021

####################################################################### 
# 
# 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_02522AnaMPizarro_LT_agujas
_database_code_depnum_ccdc_archive 'CCDC 2027001'
loop_
_audit_author_name
_audit_author_address
'Josefina Perles'
;Universidad Autonoma de Madrid
Spain
;
_audit_update_record             
;
2020-09-03 deposited with the CCDC.	2021-06-10 downloaded from the CCDC.
;
_chemical_name_systematic        ?
_chemical_name_common            SIT_107_03_needle_150K
_chemical_formula_moiety         ?
_chemical_formula_sum            'C16 H18 Cl N O3 Os'
_chemical_formula_iupac          ?
_chemical_formula_weight         497.96

_chemical_melting_point          ?

_space_group_crystal_system      monoclinic
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   5.9791(2)
_cell_length_b                   18.0925(8)
_cell_length_c                   14.6578(5)
_cell_angle_alpha                90
_cell_angle_beta                 97.5759(19)
_cell_angle_gamma                90
_cell_volume                     1571.79(10)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    5541
_cell_measurement_theta_min      2.6523
_cell_measurement_theta_max      24.4974
_cell_measurement_temperature    150.(2)

_exptl_crystal_description       needle
_exptl_crystal_colour            'clear intense yellow'
_exptl_crystal_size_max          0.312
_exptl_crystal_size_mid          0.039
_exptl_crystal_size_min          0.028
_exptl_crystal_density_diffrn    2.104
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             952

_exptl_absorpt_coefficient_mu    8.294
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   sadabs
_exptl_absorpt_correction_T_min  0.53
_exptl_absorpt_correction_T_max  0.80

_exptl_special_details           
;
;

_diffrn_ambient_temperature      150.(2)

_diffrn_source                   ?
_diffrn_source_type              ?

_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_monochromator  ?

_diffrn_measurement_device_type  'Bruker Kappa Apex II'
_diffrn_measurement_method       ?

_diffrn_detector_area_resol_mean 8.3333

_diffrn_reflns_number            12596
_diffrn_reflns_av_R_equivalents  0.0619
_diffrn_reflns_av_unetI/netI     0.0568
_diffrn_reflns_theta_min         3.02
_diffrn_reflns_theta_max         25.35
_diffrn_reflns_theta_full        25.35
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       17

_refine_special_details          
;
;

_reflns_number_total             2868
_reflns_number_gt                2311
_reflns_threshold_expression     'I > 2σ(I)'

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_R_factor_all          0.0443
_refine_ls_R_factor_gt           0.0308
_refine_ls_wR_factor_gt          0.0545
_refine_ls_wR_factor_ref         0.0582
_refine_ls_goodness_of_fit_ref   1.006
_refine_ls_restrained_S_all      1.006
_refine_ls_number_reflns         2868
_refine_ls_number_parameters     200
_refine_ls_number_restraints     0
_refine_ls_number_constraints    ?
_refine_ls_hydrogen_treatment    constr
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0179P)²] where P=(Fo²+2Fc²)/3'

_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?

_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         1.103
_refine_diff_density_min         -0.716
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?

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'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Os Os -1.2165 7.6030 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_computing_data_collection       'Bruker Instrument Service v2010.9.0.0'
_computing_cell_refinement       'SAINT V8.34A (Bruker AXS Inc., 2013)'
_computing_data_reduction        'SAINT V8.34A (Bruker AXS Inc., 2013)'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_refinement_flags_posn
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C C1 0.4537(10) 0.7020(3) 0.3315(4) 0.0218(15) Uani d . . . 1 . .
H H1 0.5903 0.7294 0.3371 0.026 Uiso calc U . R 1 . .
C C2 0.2757(11) 0.7196(4) 0.2606(4) 0.0275(16) Uani d . . . 1 . .
H H2 0.2957 0.7585 0.2189 0.033 Uiso calc U . R 1 . .
C C3 0.0716(10) 0.6808(4) 0.2511(4) 0.0246(15) Uani d . . . 1 . .
H H3 -0.0475 0.6938 0.2045 0.03 Uiso calc U . R 1 . .
C C4 0.0459(10) 0.6227(4) 0.3111(4) 0.0282(17) Uani d . . . 1 . .
H H4 -0.0909 0.5954 0.3037 0.034 Uiso calc U . R 1 . .
C C5 0.2202(10) 0.6029(4) 0.3841(4) 0.0230(15) Uani d . . . 1 . .
H H5 0.1984 0.5637 0.4251 0.028 Uiso calc U . R 1 . .
C C6 0.4279(10) 0.6436(4) 0.3937(4) 0.0216(15) Uani d . . . 1 . .
C C7 0.6226(11) 0.6220(4) 0.4639(4) 0.0257(16) Uani d . . . 1 . .
H H7A 0.765 0.64 0.444 0.031 Uiso calc U . R 1 . .
H H7B 0.6309 0.5675 0.4684 0.031 Uiso calc U . R 1 . .
C C8 0.5966(11) 0.6546(4) 0.5584(4) 0.0261(16) Uani d . . . 1 . .
H H8A 0.5513 0.7071 0.5511 0.031 Uiso calc U . R 1 . .
H H8B 0.4757 0.6278 0.5847 0.031 Uiso calc U . R 1 . .
C C9 0.8141(13) 0.6492(4) 0.6241(4) 0.0352(18) Uani d . . . 1 . .
H H9A 0.9338 0.6781 0.5998 0.042 Uiso calc U . R 1 . .
H H9B 0.7915 0.6699 0.6847 0.042 Uiso calc U . R 1 . .
C C10 0.5676(10) 0.4586(4) 0.2440(4) 0.0164(14) Uani d . . . 1 . .
C C11 0.3504(9) 0.4507(3) 0.1813(4) 0.0144(13) Uani d . . . 1 . .
C C12 0.2893(10) 0.3881(3) 0.1319(4) 0.0181(14) Uani d . . . 1 . .
H H12 0.3929 0.3483 0.1328 0.022 Uiso calc U . R 1 . .
C C13 0.0782(10) 0.3821(3) 0.0806(4) 0.0193(15) Uani d . . . 1 . .
C C14 -0.0644(9) 0.4429(4) 0.0814(4) 0.0175(14) Uani d . . . 1 . .
H H14 -0.2118 0.4413 0.0481 0.021 Uiso calc U . R 1 . .
C C15 0.0074(9) 0.5051(4) 0.1301(4) 0.0205(14) Uani d . . . 1 . .
H H15 -0.0914 0.5463 0.1287 0.025 Uiso calc U . R 1 . .
C C16 0.0047(11) 0.3142(4) 0.0271(4) 0.0274(16) Uani d . . . 1 . .
H H16A 0.1279 0.2965 -0.0051 0.041 Uiso calc U . R 1 . .
H H16B -0.127 0.3257 -0.0178 0.041 Uiso calc U . R 1 . .
H H16C -0.0352 0.2757 0.0692 0.041 Uiso calc U . R 1 . .
Cl Cl1 0.5254(2) 0.62477(9) 0.11581(10) 0.0231(4) Uani d . . . 1 . .
N N1 0.2131(7) 0.5099(3) 0.1798(3) 0.0147(11) Uani d . . . 1 . .
O O1 0.8790(9) 0.5755(3) 0.6340(3) 0.0484(14) Uani d . . . 1 . .
H H1O 0.9998 0.5725 0.6702 0.073 Uiso calc U . R 1 . .
O O2 0.5999(6) 0.5228(2) 0.2818(2) 0.0162(9) Uani d . . . 1 . .
O O3 0.6996(7) 0.4064(2) 0.2568(3) 0.0247(10) Uani d . . . 1 . .
Os Os1 0.34948(4) 0.60282(2) 0.25214(2) 0.01472(9) Uani d . . . 1 . .


_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_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
C1 C6 . 1.418(8) ?
C1 C2 . 1.422(8) ?
C1 Os1 . 2.184(6) ?
C1 H1 . 0.95 ?
C2 C3 . 1.399(9) ?
C2 Os1 . 2.165(6) ?
C2 H2 . 0.95 ?
C3 C4 . 1.391(9) ?
C3 Os1 . 2.178(6) ?
C3 H3 . 0.95 ?
C4 C5 . 1.437(9) ?
C4 Os1 . 2.141(6) ?
C4 H4 . 0.95 ?
C5 C6 . 1.434(8) ?
C5 Os1 . 2.176(5) ?
C5 H5 . 0.95 ?
C6 C7 . 1.500(8) ?
C6 Os1 . 2.194(6) ?
C7 C8 . 1.532(8) ?
C7 H7A . 0.99 ?
C7 H7B . 0.99 ?
C8 C9 . 1.515(9) ?
C8 H8A . 0.99 ?
C8 H8B . 0.99 ?
C9 O1 . 1.390(8) ?
C9 H9A . 0.99 ?
C9 H9B . 0.99 ?
C10 O3 . 1.229(7) ?
C10 O2 . 1.292(7) ?
C10 C11 . 1.495(8) ?
C11 N1 . 1.348(7) ?
C11 C12 . 1.367(8) ?
C12 C13 . 1.386(8) ?
C12 H12 . 0.95 ?
C13 C14 . 1.393(8) ?
C13 C16 . 1.493(8) ?
C14 C15 . 1.371(8) ?
C14 H14 . 0.95 ?
C15 N1 . 1.347(7) ?
C15 H15 . 0.95 ?
C16 H16A . 0.98 ?
C16 H16B . 0.98 ?
C16 H16C . 0.98 ?
Cl1 Os1 . 2.4107(14) ?
N1 Os1 . 2.095(5) ?
O1 H1O . 0.84 ?
O2 Os1 . 2.087(4) ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
C6 C1 C2 . . 120.2(6) ?
C6 C1 Os1 . . 71.5(4) ?
C2 C1 Os1 . . 70.2(3) ?
C6 C1 H1 . . 119.9 ?
C2 C1 H1 . . 119.9 ?
Os1 C1 H1 . . 131.1 ?
C3 C2 C1 . . 121.3(6) ?
C3 C2 Os1 . . 71.7(4) ?
C1 C2 Os1 . . 71.6(4) ?
C3 C2 H2 . . 119.4 ?
C1 C2 H2 . . 119.4 ?
Os1 C2 H2 . . 129.9 ?
C4 C3 C2 . . 118.9(6) ?
C4 C3 Os1 . . 69.8(4) ?
C2 C3 Os1 . . 70.7(3) ?
C4 C3 H3 . . 120.5 ?
C2 C3 H3 . . 120.5 ?
Os1 C3 H3 . . 131.7 ?
C3 C4 C5 . . 122.0(6) ?
C3 C4 Os1 . . 72.6(3) ?
C5 C4 Os1 . . 71.9(3) ?
C3 C4 H4 . . 119.0 ?
C5 C4 H4 . . 119.0 ?
Os1 C4 H4 . . 128.9 ?
C6 C5 C4 . . 118.6(6) ?
C6 C5 Os1 . . 71.5(3) ?
C4 C5 Os1 . . 69.3(3) ?
C6 C5 H5 . . 120.7 ?
C4 C5 H5 . . 120.7 ?
Os1 C5 H5 . . 131.1 ?
C1 C6 C5 . . 119.0(6) ?
C1 C6 C7 . . 119.6(6) ?
C5 C6 C7 . . 121.2(6) ?
C1 C6 Os1 . . 70.7(3) ?
C5 C6 Os1 . . 70.1(3) ?
C7 C6 Os1 . . 127.6(4) ?
C6 C7 C8 . . 111.0(5) ?
C6 C7 H7A . . 109.4 ?
C8 C7 H7A . . 109.4 ?
C6 C7 H7B . . 109.4 ?
C8 C7 H7B . . 109.4 ?
H7A C7 H7B . . 108.0 ?
C9 C8 C7 . . 111.6(5) ?
C9 C8 H8A . . 109.3 ?
C7 C8 H8A . . 109.3 ?
C9 C8 H8B . . 109.3 ?
C7 C8 H8B . . 109.3 ?
H8A C8 H8B . . 108.0 ?
O1 C9 C8 . . 109.4(6) ?
O1 C9 H9A . . 109.8 ?
C8 C9 H9A . . 109.8 ?
O1 C9 H9B . . 109.8 ?
C8 C9 H9B . . 109.8 ?
H9A C9 H9B . . 108.2 ?
O3 C10 O2 . . 124.6(6) ?
O3 C10 C11 . . 120.6(5) ?
O2 C10 C11 . . 114.7(5) ?
N1 C11 C12 . . 121.9(5) ?
N1 C11 C10 . . 114.4(5) ?
C12 C11 C10 . . 123.6(5) ?
C11 C12 C13 . . 120.9(6) ?
C11 C12 H12 . . 119.5 ?
C13 C12 H12 . . 119.5 ?
C12 C13 C14 . . 116.6(5) ?
C12 C13 C16 . . 122.3(6) ?
C14 C13 C16 . . 121.1(6) ?
C15 C14 C13 . . 120.2(6) ?
C15 C14 H14 . . 119.9 ?
C13 C14 H14 . . 119.9 ?
N1 C15 C14 . . 122.4(6) ?
N1 C15 H15 . . 118.8 ?
C14 C15 H15 . . 118.8 ?
C13 C16 H16A . . 109.5 ?
C13 C16 H16B . . 109.5 ?
H16A C16 H16B . . 109.5 ?
C13 C16 H16C . . 109.5 ?
H16A C16 H16C . . 109.5 ?
H16B C16 H16C . . 109.5 ?
C15 N1 C11 . . 118.0(5) ?
C15 N1 Os1 . . 126.3(4) ?
C11 N1 Os1 . . 115.7(4) ?
C9 O1 H1O . . 109.5 ?
C10 O2 Os1 . . 118.2(4) ?
O2 Os1 N1 . . 76.68(16) ?
O2 Os1 C4 . . 131.0(2) ?
N1 Os1 C4 . . 92.6(2) ?
O2 Os1 C2 . . 144.2(2) ?
N1 Os1 C2 . . 138.0(2) ?
C4 Os1 C2 . . 67.8(3) ?
O2 Os1 C5 . . 98.31(19) ?
N1 Os1 C5 . . 106.9(2) ?
C4 Os1 C5 . . 38.9(2) ?
C2 Os1 C5 . . 81.3(2) ?
O2 Os1 C3 . . 167.53(19) ?
N1 Os1 C3 . . 105.7(2) ?
C4 Os1 C3 . . 37.6(2) ?
C2 Os1 C3 . . 37.6(2) ?
C5 Os1 C3 . . 69.2(2) ?
O2 Os1 C1 . . 108.2(2) ?
N1 Os1 C1 . . 173.57(19) ?
C4 Os1 C1 . . 81.0(2) ?
C2 Os1 C1 . . 38.2(2) ?
C5 Os1 C1 . . 68.6(2) ?
C3 Os1 C1 . . 68.6(2) ?
O2 Os1 C6 . . 88.7(2) ?
N1 Os1 C6 . . 140.2(2) ?
C4 Os1 C6 . . 69.4(2) ?
C2 Os1 C6 . . 68.7(2) ?
C5 Os1 C6 . . 38.3(2) ?
C3 Os1 C6 . . 81.8(2) ?
C1 Os1 C6 . . 37.8(2) ?
O2 Os1 Cl1 . . 84.69(10) ?
N1 Os1 Cl1 . . 84.03(11) ?
C4 Os1 Cl1 . . 142.44(19) ?
C2 Os1 Cl1 . . 90.08(17) ?
C5 Os1 Cl1 . . 169.07(18) ?
C3 Os1 Cl1 . . 107.67(17) ?
C1 Os1 Cl1 . . 100.43(16) ?
C6 Os1 Cl1 . . 131.80(16) ?

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_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion
_geom_torsion_publ_flag
C6 C1 C2 C3 . . . . 0.7(9) ?
Os1 C1 C2 C3 . . . . 53.9(5) ?
C6 C1 C2 Os1 . . . . -53.2(5) ?
C1 C2 C3 C4 . . . . -1.5(9) ?
Os1 C2 C3 C4 . . . . 52.3(5) ?
C1 C2 C3 Os1 . . . . -53.9(5) ?
C2 C3 C4 C5 . . . . 1.8(9) ?
Os1 C3 C4 C5 . . . . 54.6(5) ?
C2 C3 C4 Os1 . . . . -52.8(5) ?
C3 C4 C5 C6 . . . . -1.2(9) ?
Os1 C4 C5 C6 . . . . 53.7(5) ?
C3 C4 C5 Os1 . . . . -54.9(5) ?
C2 C1 C6 C5 . . . . -0.1(8) ?
Os1 C1 C6 C5 . . . . -52.7(5) ?
C2 C1 C6 C7 . . . . 175.7(5) ?
Os1 C1 C6 C7 . . . . 123.1(5) ?
C2 C1 C6 Os1 . . . . 52.6(5) ?
C4 C5 C6 C1 . . . . 0.3(8) ?
Os1 C5 C6 C1 . . . . 53.0(5) ?
C4 C5 C6 C7 . . . . -175.3(5) ?
Os1 C5 C6 C7 . . . . -122.7(5) ?
C4 C5 C6 Os1 . . . . -52.6(5) ?
C1 C6 C7 C8 . . . . 100.7(6) ?
C5 C6 C7 C8 . . . . -83.6(7) ?
Os1 C6 C7 C8 . . . . -171.6(5) ?
C6 C7 C8 C9 . . . . -166.4(6) ?
C7 C8 C9 O1 . . . . -58.6(7) ?
O3 C10 C11 N1 . . . . 174.5(5) ?
O2 C10 C11 N1 . . . . -5.2(7) ?
O3 C10 C11 C12 . . . . -3.1(8) ?
O2 C10 C11 C12 . . . . 177.2(5) ?
N1 C11 C12 C13 . . . . -2.4(8) ?
C10 C11 C12 C13 . . . . 174.9(5) ?
C11 C12 C13 C14 . . . . 0.8(8) ?
C11 C12 C13 C16 . . . . -179.0(5) ?
C12 C13 C14 C15 . . . . 1.0(8) ?
C16 C13 C14 C15 . . . . -179.2(5) ?
C13 C14 C15 N1 . . . . -1.2(8) ?
C14 C15 N1 C11 . . . . -0.3(8) ?
C14 C15 N1 Os1 . . . . 177.0(4) ?
C12 C11 N1 C15 . . . . 2.2(8) ?
C10 C11 N1 C15 . . . . -175.4(4) ?
C12 C11 N1 Os1 . . . . -175.4(4) ?
C10 C11 N1 Os1 . . . . 7.0(6) ?
O3 C10 O2 Os1 . . . . -178.8(4) ?
C11 C10 O2 Os1 . . . . 0.9(6) ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_publ_flag
C15 H15 Cl1 1_455 0.95 2.68 3.589(6) 160.1 ?
O1 H1O O3 3_766 0.84 2.00 2.820(6) 164.1 ?



####################################################################### 
# 
# 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_Dichlorido_02522poly
_database_code_depnum_ccdc_archive 'CCDC 2027004'
loop_
_audit_author_name
_audit_author_address
'Josefina Perles'
;Universidad Autonoma de Madrid
Spain
;
_audit_update_record             
;
2020-09-03 deposited with the CCDC.	2021-06-10 downloaded from the CCDC.
;
_chemical_name_systematic        ?
_chemical_name_common            SIT_107_3_150K
_chemical_formula_moiety         ?
_chemical_formula_sum            'C18 H24 Cl4 O2 Os2'
_chemical_formula_iupac          ?
_chemical_formula_weight         794.57

_chemical_melting_point          ?

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

_cell_length_a                   13.5256(10)
_cell_length_b                   9.3193(5)
_cell_length_c                   16.0284(12)
_cell_angle_alpha                90
_cell_angle_beta                 90.590(4)
_cell_angle_gamma                90
_cell_volume                     2020.3(2)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    2290
_cell_measurement_theta_min      2.5416
_cell_measurement_theta_max      23.3975
_cell_measurement_temperature    150.(2)

_exptl_crystal_description       prismatic
_exptl_crystal_colour            'clear intense yellow'
_exptl_crystal_size_max          0.170
_exptl_crystal_size_mid          0.120
_exptl_crystal_size_min          0.110
_exptl_crystal_density_diffrn    2.612
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1472

_exptl_absorpt_coefficient_mu    13.107
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   sadabs
_exptl_absorpt_correction_T_min  0.29
_exptl_absorpt_correction_T_max  0.33

_exptl_special_details           
;
;

_diffrn_ambient_temperature      150.(2)

_diffrn_source                   ?
_diffrn_source_type              ?

_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_monochromator  ?

_diffrn_measurement_device_type  'Bruker Kappa Apex II'
_diffrn_measurement_method       'φ and ω scans'

_diffrn_detector_area_resol_mean 8.3333

_diffrn_reflns_number            28759
_diffrn_reflns_av_R_equivalents  0.1039
_diffrn_reflns_av_unetI/netI     0.0447
_diffrn_reflns_theta_min         2.95
_diffrn_reflns_theta_max         25.35
_diffrn_reflns_theta_full        25.35
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max       19

_refine_special_details          
;
;

_reflns_number_total             1846
_reflns_number_gt                1494
_reflns_threshold_expression     'I > 2σ(I)'

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_R_factor_all          0.0404
_refine_ls_R_factor_gt           0.0252
_refine_ls_wR_factor_gt          0.0446
_refine_ls_wR_factor_ref         0.0503
_refine_ls_goodness_of_fit_ref   1.030
_refine_ls_restrained_S_all      1.017
_refine_ls_number_reflns         1846
_refine_ls_number_parameters     118
_refine_ls_number_restraints     48
_refine_ls_number_constraints    ?
_refine_ls_hydrogen_treatment    constr
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0054P)²+14.6625P] where P=(Fo²+2Fc²)/3'

_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?

_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         0.803
_refine_diff_density_min         -0.936
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Os Os -1.2165 7.6030 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_refinement_flags_posn
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C C1 0.4539(5) 0.4867(7) 0.6275(4) 0.0188(15) Uani d U . . 1 . .
H H1 0.515 0.4911 0.6571 0.023 Uiso calc U . R 1 . .
C C2 0.3850(5) 0.3777(6) 0.6455(4) 0.0193(15) Uani d U . . 1 . .
H H2 0.3995 0.3109 0.6887 0.023 Uiso calc U . R 1 . .
C C3 0.2946(5) 0.3654(7) 0.6007(4) 0.0191(15) Uani d U . . 1 . .
H H3 0.2487 0.2913 0.6128 0.023 Uiso calc U . R 1 . .
C C4 0.2748(5) 0.4677(7) 0.5368(4) 0.0203(15) Uani d U . . 1 . .
H H4 0.2142 0.4622 0.5064 0.024 Uiso calc U . R 1 . .
C C5 0.3427(5) 0.5770(7) 0.5176(4) 0.0190(14) Uani d U . . 1 . .
H H5 0.3292 0.6415 0.4731 0.023 Uiso calc U . R 1 . .
C C6 0.4311(5) 0.5905(7) 0.5647(4) 0.0176(14) Uani d U . . 1 . .
C C7 0.4975(5) 0.7178(7) 0.5531(4) 0.0241(17) Uani d . . . 1 . .
H H7A 0.4723 0.7754 0.5056 0.029 Uiso calc U . R 1 . .
H H7B 0.5644 0.6834 0.5387 0.029 Uiso calc U . R 1 . .
C C8 0.5053(5) 0.8145(7) 0.6302(5) 0.0262(17) Uani d . . . 1 . .
H H8A 0.5247 0.755 0.6788 0.031 Uiso calc U . R 1 . .
H H8B 0.5585 0.8857 0.6212 0.031 Uiso calc U . R 1 . .
C C9 0.4121(5) 0.8926(7) 0.6501(5) 0.0250(17) Uani d . . . 1 . .
H H9A 0.427 0.9703 0.6904 0.03 Uiso calc U . R 1 . .
H H9B 0.3854 0.9373 0.5985 0.03 Uiso calc U . R 1 . .
Cl Cl1 0.29888(12) 0.55627(16) 0.79961(10) 0.0182(4) Uani d . . . 1 . .
Cl Cl2 0.14045(12) 0.66315(17) 0.65495(11) 0.0203(4) Uani d . . . 1 . .
O O1 0.3384(3) 0.7987(4) 0.6847(3) 0.0190(10) Uani d . . . 1 . .
H H1O 0.2988 0.8377 0.7277 0.023 Uiso calc U . R 1 . .
Os Os1 0.30865(2) 0.58094(3) 0.64984(2) 0.01356(9) Uani d . . . 1 . .


_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_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
C1 C2 . 1.411(9) ?
C1 C6 . 1.428(9) ?
C1 Os1 . 2.184(6) ?
C1 H1 . 0.95 ?
C2 C3 . 1.417(9) ?
C2 Os1 . 2.159(6) ?
C2 H2 . 0.95 ?
C3 C4 . 1.422(9) ?
C3 Os1 . 2.165(6) ?
C3 H3 . 0.95 ?
C4 C5 . 1.408(9) ?
C4 Os1 . 2.142(6) ?
C4 H4 . 0.95 ?
C5 C6 . 1.412(9) ?
C5 Os1 . 2.173(6) ?
C5 H5 . 0.95 ?
C6 C7 . 1.500(9) ?
C6 Os1 . 2.159(6) ?
C7 C8 . 1.531(9) ?
C7 H7A . 0.99 ?
C7 H7B . 0.99 ?
C8 C9 . 1.493(9) ?
C8 H8A . 0.99 ?
C8 H8B . 0.99 ?
C9 O1 . 1.441(7) ?
C9 H9A . 0.99 ?
C9 H9B . 0.99 ?
Cl1 Os1 . 2.4166(16) ?
Cl2 Os1 . 2.4029(17) ?
O1 Os1 . 2.142(4) ?
O1 H1O . 0.95 ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
C2 C1 C6 . . 119.6(6) ?
C2 C1 Os1 . . 70.1(4) ?
C6 C1 Os1 . . 69.9(4) ?
C2 C1 H1 . . 120.2 ?
C6 C1 H1 . . 120.2 ?
Os1 C1 H1 . . 132.9 ?
C1 C2 C3 . . 121.5(6) ?
C1 C2 Os1 . . 72.0(3) ?
C3 C2 Os1 . . 71.1(4) ?
C1 C2 H2 . . 119.2 ?
C3 C2 H2 . . 119.2 ?
Os1 C2 H2 . . 130.3 ?
C2 C3 C4 . . 117.8(6) ?
C2 C3 Os1 . . 70.6(3) ?
C4 C3 Os1 . . 69.8(4) ?
C2 C3 H3 . . 121.1 ?
C4 C3 H3 . . 121.1 ?
Os1 C3 H3 . . 130.9 ?
C5 C4 C3 . . 121.6(6) ?
C5 C4 Os1 . . 72.2(4) ?
C3 C4 Os1 . . 71.6(4) ?
C5 C4 H4 . . 119.2 ?
C3 C4 H4 . . 119.2 ?
Os1 C4 H4 . . 129.5 ?
C4 C5 C6 . . 119.9(6) ?
C4 C5 Os1 . . 69.8(4) ?
C6 C5 Os1 . . 70.4(4) ?
C4 C5 H5 . . 120.0 ?
C6 C5 H5 . . 120.0 ?
Os1 C5 H5 . . 132.9 ?
C5 C6 C1 . . 119.4(6) ?
C5 C6 C7 . . 120.6(6) ?
C1 C6 C7 . . 119.8(6) ?
C5 C6 Os1 . . 71.5(4) ?
C1 C6 Os1 . . 71.7(4) ?
C7 C6 Os1 . . 125.1(5) ?
C6 C7 C8 . . 113.8(6) ?
C6 C7 H7A . . 108.8 ?
C8 C7 H7A . . 108.8 ?
C6 C7 H7B . . 108.8 ?
C8 C7 H7B . . 108.8 ?
H7A C7 H7B . . 107.7 ?
C9 C8 C7 . . 114.0(6) ?
C9 C8 H8A . . 108.8 ?
C7 C8 H8A . . 108.8 ?
C9 C8 H8B . . 108.8 ?
C7 C8 H8B . . 108.8 ?
H8A C8 H8B . . 107.6 ?
O1 C9 C8 . . 112.0(5) ?
O1 C9 H9A . . 109.2 ?
C8 C9 H9A . . 109.2 ?
O1 C9 H9B . . 109.2 ?
C8 C9 H9B . . 109.2 ?
H9A C9 H9B . . 107.9 ?
C9 O1 Os1 . . 127.1(4) ?
C9 O1 H1O . . 116.5 ?
Os1 O1 H1O . . 116.5 ?
C4 Os1 O1 . . 136.5(2) ?
C4 Os1 C2 . . 68.8(2) ?
O1 Os1 C2 . . 138.7(2) ?
C4 Os1 C6 . . 69.2(3) ?
O1 Os1 C6 . . 89.0(2) ?
C2 Os1 C6 . . 69.3(2) ?
C4 Os1 C3 . . 38.5(2) ?
O1 Os1 C3 . . 171.6(2) ?
C2 Os1 C3 . . 38.2(2) ?
C6 Os1 C3 . . 82.7(2) ?
C4 Os1 C5 . . 38.1(2) ?
O1 Os1 C5 . . 103.3(2) ?
C2 Os1 C5 . . 81.2(2) ?
C6 Os1 C5 . . 38.0(2) ?
C3 Os1 C5 . . 69.4(2) ?
C4 Os1 C1 . . 81.3(3) ?
O1 Os1 C1 . . 104.9(2) ?
C2 Os1 C1 . . 37.9(2) ?
C6 Os1 C1 . . 38.4(2) ?
C3 Os1 C1 . . 69.1(3) ?
C5 Os1 C1 . . 68.5(2) ?
C4 Os1 Cl2 . . 89.51(18) ?
O1 Os1 Cl2 . . 82.22(12) ?
C2 Os1 Cl2 . . 137.23(19) ?
C6 Os1 Cl2 . . 137.83(17) ?
C3 Os1 Cl2 . . 103.20(19) ?
C5 Os1 Cl2 . . 104.42(18) ?
C1 Os1 Cl2 . . 170.78(18) ?
C4 Os1 Cl1 . . 141.24(18) ?
O1 Os1 Cl1 . . 80.96(12) ?
C2 Os1 Cl1 . . 88.82(18) ?
C6 Os1 Cl1 . . 133.02(17) ?
C3 Os1 Cl1 . . 105.53(18) ?
C5 Os1 Cl1 . . 168.87(18) ?
C1 Os1 Cl1 . . 100.54(18) ?
Cl2 Os1 Cl1 . . 86.27(6) ?

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_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion
_geom_torsion_publ_flag
C6 C1 C2 C3 . . . . 2.1(9) ?
Os1 C1 C2 C3 . . . . 53.3(5) ?
C6 C1 C2 Os1 . . . . -51.1(5) ?
C1 C2 C3 C4 . . . . -0.4(9) ?
Os1 C2 C3 C4 . . . . 53.2(5) ?
C1 C2 C3 Os1 . . . . -53.7(5) ?
C2 C3 C4 C5 . . . . 0.7(9) ?
Os1 C3 C4 C5 . . . . 54.4(6) ?
C2 C3 C4 Os1 . . . . -53.6(5) ?
C3 C4 C5 C6 . . . . -2.8(10) ?
Os1 C4 C5 C6 . . . . 51.4(5) ?
C3 C4 C5 Os1 . . . . -54.1(6) ?
C4 C5 C6 C1 . . . . 4.4(9) ?
Os1 C5 C6 C1 . . . . 55.4(5) ?
C4 C5 C6 C7 . . . . -171.4(6) ?
Os1 C5 C6 C7 . . . . -120.4(6) ?
C4 C5 C6 Os1 . . . . -51.0(5) ?
C2 C1 C6 C5 . . . . -4.1(9) ?
Os1 C1 C6 C5 . . . . -55.3(5) ?
C2 C1 C6 C7 . . . . 171.8(6) ?
Os1 C1 C6 C7 . . . . 120.5(6) ?
C2 C1 C6 Os1 . . . . 51.2(5) ?
C5 C6 C7 C8 . . . . 114.7(7) ?
C1 C6 C7 C8 . . . . -61.1(8) ?
Os1 C6 C7 C8 . . . . 26.7(8) ?
C6 C7 C8 C9 . . . . -68.0(8) ?
C7 C8 C9 O1 . . . . 73.4(8) ?
C8 C9 O1 Os1 . . . . -37.5(8) ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_publ_flag
C8 H8B Cl2 3 0.99 2.86 3.747(7) 149.1 ?
O1 H1O Cl1 4_556 0.95 2.46 3.047(4) 119.5 ?



####################################################################### 
# 
# 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_13_02523
_database_code_depnum_ccdc_archive 'CCDC 2027002'
loop_
_audit_author_name
_audit_author_address
'Josefina Perles'
;Universidad Autonoma de Madrid
Spain
;
_audit_update_record             
;
2020-09-03 deposited with the CCDC.	2021-06-10 downloaded from the CCDC.
;
_chemical_name_systematic        ?
_chemical_name_common            SIT_100_150K
_chemical_formula_moiety         ?
_chemical_formula_sum            'C18 H18 Cl N O2 Os'
_chemical_formula_iupac          ?
_chemical_formula_weight         505.98

_chemical_melting_point          ?

_space_group_crystal_system      orthorhombic
_space_group_name_H-M_alt        'P b c a'
_space_group_name_Hall           '-P 2ac 2ab'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'x, -y-1/2, z-1/2'
'-x-1/2, y-1/2, z'

_cell_length_a                   15.5999(4)
_cell_length_b                   7.8848(3)
_cell_length_c                   25.8551(8)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     3180.23(18)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    5549
_cell_measurement_theta_min      3.0000
_cell_measurement_theta_max      23.6826
_cell_measurement_temperature    150.(2)

_exptl_crystal_description       prismatic
_exptl_crystal_colour            'clear intense yellow-orange'
_exptl_crystal_size_max          0.174
_exptl_crystal_size_mid          0.033
_exptl_crystal_size_min          0.032
_exptl_crystal_density_diffrn    2.114
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1936

_exptl_absorpt_coefficient_mu    8.196
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   sadabs
_exptl_absorpt_correction_T_min  0.53
_exptl_absorpt_correction_T_max  0.78

_exptl_special_details           
;
;

_diffrn_ambient_temperature      150.(2)

_diffrn_source                   ?
_diffrn_source_type              ?

_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_monochromator  ?

_diffrn_measurement_device_type  'Bruker Kappa Apex II'
_diffrn_measurement_method       'φ and ω scans'

_diffrn_detector_area_resol_mean 8.3333

_diffrn_reflns_number            54675
_diffrn_reflns_av_R_equivalents  0.0879
_diffrn_reflns_av_unetI/netI     0.0321
_diffrn_reflns_theta_min         3.00
_diffrn_reflns_theta_max         25.34
_diffrn_reflns_theta_full        25.34
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_l_min       -31
_diffrn_reflns_limit_l_max       31

_refine_special_details          
;
;

_reflns_number_total             2908
_reflns_number_gt                2297
_reflns_threshold_expression     'I > 2σ(I)'

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_R_factor_all          0.0344
_refine_ls_R_factor_gt           0.0213
_refine_ls_wR_factor_gt          0.0386
_refine_ls_wR_factor_ref         0.0424
_refine_ls_goodness_of_fit_ref   1.016
_refine_ls_restrained_S_all      1.016
_refine_ls_number_reflns         2908
_refine_ls_number_parameters     209
_refine_ls_number_restraints     0
_refine_ls_number_constraints    ?
_refine_ls_hydrogen_treatment    constr
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0124P)²+3.9234P] where P=(Fo²+2Fc²)/3'

_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?

_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         0.537
_refine_diff_density_min         -0.612
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?

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'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Os Os -1.2165 7.6030 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_refinement_flags_posn
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C C1 0.6620(3) 0.8681(6) 0.46053(17) 0.0228(11) Uani d . . . 1 . .
H H1 0.7225 0.8748 0.4643 0.027 Uiso calc U . R 1 . .
C C2 0.6188(4) 0.9728(6) 0.42415(17) 0.0311(13) Uani d . . . 1 . .
H H2 0.6514 1.0467 0.4028 0.037 Uiso calc U . R 1 . .
C C3 0.5295(4) 0.9699(6) 0.41890(18) 0.0326(13) Uani d . . . 1 . .
H H3 0.5015 1.0434 0.3952 0.039 Uiso calc U . R 1 . .
C C4 0.4818(3) 0.8554(6) 0.44953(18) 0.0265(11) Uani d . . . 1 . .
H H4 0.4213 0.8497 0.4457 0.032 Uiso calc U . R 1 . .
C C5 0.5231(3) 0.7500(5) 0.48561(16) 0.0166(10) Uani d . . . 1 . .
H H5 0.4903 0.6752 0.5066 0.02 Uiso calc U . R 1 . .
C C6 0.6141(3) 0.7548(5) 0.49087(16) 0.0161(10) Uani d . . . 1 . .
C C7 0.6587(3) 0.6370(6) 0.52804(17) 0.0263(11) Uani d . . . 1 . .
H H7A 0.7207 0.6345 0.52 0.032 Uiso calc U . R 1 . .
H H7B 0.6359 0.5208 0.5235 0.032 Uiso calc U . R 1 . .
C C8 0.6464(3) 0.6916(5) 0.58379(16) 0.0191(10) Uani d . . . 1 . .
H H8A 0.5849 0.683 0.5929 0.023 Uiso calc U . R 1 . .
H H8B 0.6637 0.8117 0.5875 0.023 Uiso calc U . R 1 . .
C C9 0.6983(3) 0.5836(5) 0.62090(17) 0.0200(10) Uani d . . . 1 . .
H H9A 0.76 0.5969 0.6127 0.024 Uiso calc U . R 1 . .
H H9B 0.6892 0.6258 0.6565 0.024 Uiso calc U . R 1 . .
C C10 0.5233(3) 0.5892(5) 0.30963(15) 0.0132(9) Uani d . . . 1 . .
C C11 0.4766(3) 0.5177(5) 0.26977(16) 0.0179(10) Uani d . . . 1 . .
H H11 0.4186 0.4857 0.2754 0.021 Uiso calc U . R 1 . .
C C12 0.5137(3) 0.4923(5) 0.22152(17) 0.0218(11) Uani d . . . 1 . .
H H12 0.4799 0.4449 0.1946 0.026 Uiso calc U . R 1 . .
C C13 0.5980(3) 0.5337(5) 0.21148(16) 0.0200(10) Uani d . . . 1 . .
H H13 0.6217 0.5141 0.1782 0.024 Uiso calc U . R 1 . .
C C14 0.6487(3) 0.6054(5) 0.25094(16) 0.0144(9) Uani d . . . 1 . .
C C15 0.6100(2) 0.6313(5) 0.29969(15) 0.0107(9) Uani d . . . 1 . .
C C16 0.7352(3) 0.7420(5) 0.33448(16) 0.0151(9) Uani d . . . 1 . .
H H16 0.7655 0.791 0.3626 0.018 Uiso calc U . R 1 . .
C C17 0.7778(3) 0.7164(5) 0.28744(16) 0.0169(10) Uani d . . . 1 . .
H H17 0.8367 0.7457 0.2844 0.02 Uiso calc U . R 1 . .
C C18 0.7356(3) 0.6500(5) 0.24623(16) 0.0180(10) Uani d . . . 1 . .
H H18 0.7647 0.6338 0.2143 0.022 Uiso calc U . R 1 . .
Cl Cl1 0.61500(6) 0.41984(12) 0.41703(4) 0.0164(2) Uani d . . . 1 . .
N N1 0.6537(2) 0.6995(4) 0.34065(12) 0.0116(8) Uani d . . . 1 . .
O O1 0.67702(18) 0.4087(4) 0.61911(13) 0.0248(8) Uani d . . . 1 . .
H H1O 0.6252 0.396 0.6271 0.037 Uiso calc U . R 1 . .
O O2 0.49159(17) 0.6260(4) 0.35572(10) 0.0160(7) Uani d . . . 1 . .
Os Os1 0.58073(2) 0.71620(2) 0.40889(2) 0.01126(6) Uani d . . . 1 . .


_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_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
C1 C6 . 1.404(6) ?
C1 C2 . 1.421(7) ?
C1 Os1 . 2.197(4) ?
C1 H1 . 0.95 ?
C2 C3 . 1.400(7) ?
C2 Os1 . 2.145(4) ?
C2 H2 . 0.95 ?
C3 C4 . 1.412(7) ?
C3 Os1 . 2.169(4) ?
C3 H3 . 0.95 ?
C4 C5 . 1.406(6) ?
C4 Os1 . 2.166(4) ?
C4 H4 . 0.95 ?
C5 C6 . 1.427(6) ?
C5 Os1 . 2.194(4) ?
C5 H5 . 0.95 ?
C6 C7 . 1.506(6) ?
C6 Os1 . 2.204(4) ?
C7 C8 . 1.516(6) ?
C7 H7A . 0.99 ?
C7 H7B . 0.99 ?
C8 C9 . 1.517(6) ?
C8 H8A . 0.99 ?
C8 H8B . 0.99 ?
C9 O1 . 1.420(5) ?
C9 H9A . 0.99 ?
C9 H9B . 0.99 ?
C10 O2 . 1.322(5) ?
C10 C11 . 1.382(5) ?
C10 C15 . 1.415(6) ?
C11 C12 . 1.390(6) ?
C11 H11 . 0.95 ?
C12 C13 . 1.379(6) ?
C12 H12 . 0.95 ?
C13 C14 . 1.409(6) ?
C13 H13 . 0.95 ?
C14 C18 . 1.407(6) ?
C14 C15 . 1.412(5) ?
C15 N1 . 1.370(5) ?
C16 N1 . 1.324(5) ?
C16 C17 . 1.401(6) ?
C16 H16 . 0.95 ?
C17 C18 . 1.358(6) ?
C17 H17 . 0.95 ?
C18 H18 . 0.95 ?
Cl1 Os1 . 2.4064(10) ?
N1 Os1 . 2.104(3) ?
O1 H1O . 0.84 ?
O2 Os1 . 2.081(3) ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
C6 C1 C2 . . 119.1(4) ?
C6 C1 Os1 . . 71.7(2) ?
C2 C1 Os1 . . 68.9(3) ?
C6 C1 H1 . . 120.4 ?
C2 C1 H1 . . 120.4 ?
Os1 C1 H1 . . 131.7 ?
C3 C2 C1 . . 121.8(4) ?
C3 C2 Os1 . . 72.0(3) ?
C1 C2 Os1 . . 72.9(3) ?
C3 C2 H2 . . 119.1 ?
C1 C2 H2 . . 119.1 ?
Os1 C2 H2 . . 128.3 ?
C2 C3 C4 . . 118.7(4) ?
C2 C3 Os1 . . 70.1(3) ?
C4 C3 Os1 . . 70.8(3) ?
C2 C3 H3 . . 120.7 ?
C4 C3 H3 . . 120.7 ?
Os1 C3 H3 . . 130.9 ?
C5 C4 C3 . . 120.6(4) ?
C5 C4 Os1 . . 72.3(2) ?
C3 C4 Os1 . . 71.1(3) ?
C5 C4 H4 . . 119.7 ?
C3 C4 H4 . . 119.7 ?
Os1 C4 H4 . . 129.3 ?
C4 C5 C6 . . 120.2(4) ?
C4 C5 Os1 . . 70.1(2) ?
C6 C5 Os1 . . 71.4(2) ?
C4 C5 H5 . . 119.9 ?
C6 C5 H5 . . 119.9 ?
Os1 C5 H5 . . 131.4 ?
C1 C6 C5 . . 119.5(4) ?
C1 C6 C7 . . 120.2(4) ?
C5 C6 C7 . . 120.2(4) ?
C1 C6 Os1 . . 71.1(2) ?
C5 C6 Os1 . . 70.7(2) ?
C7 C6 Os1 . . 129.6(3) ?
C6 C7 C8 . . 111.9(4) ?
C6 C7 H7A . . 109.2 ?
C8 C7 H7A . . 109.2 ?
C6 C7 H7B . . 109.2 ?
C8 C7 H7B . . 109.2 ?
H7A C7 H7B . . 107.9 ?
C7 C8 C9 . . 112.0(4) ?
C7 C8 H8A . . 109.2 ?
C9 C8 H8A . . 109.2 ?
C7 C8 H8B . . 109.2 ?
C9 C8 H8B . . 109.2 ?
H8A C8 H8B . . 107.9 ?
O1 C9 C8 . . 113.5(3) ?
O1 C9 H9A . . 108.9 ?
C8 C9 H9A . . 108.9 ?
O1 C9 H9B . . 108.9 ?
C8 C9 H9B . . 108.9 ?
H9A C9 H9B . . 107.7 ?
O2 C10 C11 . . 124.3(4) ?
O2 C10 C15 . . 118.0(4) ?
C11 C10 C15 . . 117.6(4) ?
C10 C11 C12 . . 120.6(4) ?
C10 C11 H11 . . 119.7 ?
C12 C11 H11 . . 119.7 ?
C13 C12 C11 . . 122.1(4) ?
C13 C12 H12 . . 118.9 ?
C11 C12 H12 . . 118.9 ?
C12 C13 C14 . . 119.6(4) ?
C12 C13 H13 . . 120.2 ?
C14 C13 H13 . . 120.2 ?
C18 C14 C13 . . 125.4(4) ?
C18 C14 C15 . . 117.0(4) ?
C13 C14 C15 . . 117.7(4) ?
N1 C15 C14 . . 122.2(4) ?
N1 C15 C10 . . 115.3(4) ?
C14 C15 C10 . . 122.4(4) ?
N1 C16 C17 . . 121.6(4) ?
N1 C16 H16 . . 119.2 ?
C17 C16 H16 . . 119.2 ?
C18 C17 C16 . . 120.5(4) ?
C18 C17 H17 . . 119.8 ?
C16 C17 H17 . . 119.8 ?
C17 C18 C14 . . 119.7(4) ?
C17 C18 H18 . . 120.1 ?
C14 C18 H18 . . 120.1 ?
C16 N1 C15 . . 119.0(3) ?
C16 N1 Os1 . . 127.2(3) ?
C15 N1 Os1 . . 113.8(3) ?
C9 O1 H1O . . 109.5 ?
C10 O2 Os1 . . 114.8(2) ?
O2 Os1 N1 . . 77.67(12) ?
O2 Os1 C2 . . 128.98(17) ?
N1 Os1 C2 . . 93.64(15) ?
O2 Os1 C4 . . 91.02(14) ?
N1 Os1 C4 . . 145.52(16) ?
C2 Os1 C4 . . 68.28(19) ?
O2 Os1 C3 . . 98.51(16) ?
N1 Os1 C3 . . 110.93(16) ?
C2 Os1 C3 . . 37.86(19) ?
C4 Os1 C3 . . 38.03(18) ?
O2 Os1 C5 . . 111.42(13) ?
N1 Os1 C5 . . 170.91(14) ?
C2 Os1 C5 . . 80.36(16) ?
C4 Os1 C5 . . 37.62(16) ?
C3 Os1 C5 . . 68.25(17) ?
O2 Os1 C1 . . 166.85(15) ?
N1 Os1 C1 . . 103.38(15) ?
C2 Os1 C1 . . 38.20(18) ?
C4 Os1 C1 . . 80.79(17) ?
C3 Os1 C1 . . 68.74(19) ?
C5 Os1 C1 . . 67.71(16) ?
O2 Os1 C6 . . 147.21(14) ?
N1 Os1 C6 . . 133.40(14) ?
C2 Os1 C6 . . 68.12(16) ?
C4 Os1 C6 . . 68.39(16) ?
C3 Os1 C6 . . 81.09(16) ?
C5 Os1 C6 . . 37.86(15) ?
C1 Os1 C6 . . 37.21(15) ?
O2 Os1 Cl1 . . 82.77(8) ?
N1 Os1 Cl1 . . 83.81(9) ?
C2 Os1 Cl1 . . 146.96(16) ?
C4 Os1 Cl1 . . 127.45(14) ?
C3 Os1 Cl1 . . 165.18(14) ?
C5 Os1 Cl1 . . 97.45(11) ?
C1 Os1 Cl1 . . 110.37(13) ?
C6 Os1 Cl1 . . 89.85(11) ?

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_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion
_geom_torsion_publ_flag
C6 C1 C2 C3 . . . . 2.1(7) ?
Os1 C1 C2 C3 . . . . 55.2(4) ?
C6 C1 C2 Os1 . . . . -53.1(4) ?
C1 C2 C3 C4 . . . . -2.1(7) ?
Os1 C2 C3 C4 . . . . 53.4(4) ?
C1 C2 C3 Os1 . . . . -55.6(4) ?
C2 C3 C4 C5 . . . . 1.8(7) ?
Os1 C3 C4 C5 . . . . 54.9(4) ?
C2 C3 C4 Os1 . . . . -53.1(4) ?
C3 C4 C5 C6 . . . . -1.4(6) ?
Os1 C4 C5 C6 . . . . 52.9(4) ?
C3 C4 C5 Os1 . . . . -54.3(4) ?
C2 C1 C6 C5 . . . . -1.6(6) ?
Os1 C1 C6 C5 . . . . -53.4(3) ?
C2 C1 C6 C7 . . . . 177.3(4) ?
Os1 C1 C6 C7 . . . . 125.5(4) ?
C2 C1 C6 Os1 . . . . 51.8(4) ?
C4 C5 C6 C1 . . . . 1.3(6) ?
Os1 C5 C6 C1 . . . . 53.6(4) ?
C4 C5 C6 C7 . . . . -177.6(4) ?
Os1 C5 C6 C7 . . . . -125.3(4) ?
C4 C5 C6 Os1 . . . . -52.3(4) ?
C1 C6 C7 C8 . . . . 106.7(5) ?
C5 C6 C7 C8 . . . . -74.4(5) ?
Os1 C6 C7 C8 . . . . -163.5(3) ?
C6 C7 C8 C9 . . . . -174.3(4) ?
C7 C8 C9 O1 . . . . -59.9(5) ?
O2 C10 C11 C12 . . . . 176.2(4) ?
C15 C10 C11 C12 . . . . -1.4(6) ?
C10 C11 C12 C13 . . . . 1.1(7) ?
C11 C12 C13 C14 . . . . -0.5(7) ?
C12 C13 C14 C18 . . . . 178.6(4) ?
C12 C13 C14 C15 . . . . 0.1(6) ?
C18 C14 C15 N1 . . . . 1.2(6) ?
C13 C14 C15 N1 . . . . 179.7(4) ?
C18 C14 C15 C10 . . . . -179.0(4) ?
C13 C14 C15 C10 . . . . -0.5(6) ?
O2 C10 C15 N1 . . . . 3.1(5) ?
C11 C10 C15 N1 . . . . -179.1(4) ?
O2 C10 C15 C14 . . . . -176.7(4) ?
C11 C10 C15 C14 . . . . 1.1(6) ?
N1 C16 C17 C18 . . . . 1.4(6) ?
C16 C17 C18 C14 . . . . -0.5(6) ?
C13 C14 C18 C17 . . . . -179.2(4) ?
C15 C14 C18 C17 . . . . -0.7(6) ?
C17 C16 N1 C15 . . . . -1.0(6) ?
C17 C16 N1 Os1 . . . . 176.7(3) ?
C14 C15 N1 C16 . . . . -0.3(6) ?
C10 C15 N1 C16 . . . . 179.9(3) ?
C14 C15 N1 Os1 . . . . -178.3(3) ?
C10 C15 N1 Os1 . . . . 1.9(4) ?
C11 C10 O2 Os1 . . . . 175.7(3) ?
C15 C10 O2 Os1 . . . . -6.6(4) ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_publ_flag
C9 H9A O1 8_765 0.99 2.65 3.218(5) 116.4 ?
C16 H16 Cl1 8_765 0.95 2.55 3.462(4) 161.7 ?
O1 H1O O2 5_666 0.84 1.88 2.723(4) 178.3 ?



####################################################################### 
# 
# 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_8_02619
_database_code_depnum_ccdc_archive 'CCDC 2026998'
loop_
_audit_author_name
_audit_author_address
'Josefina Perles'
;Universidad Autonoma de Madrid
Spain
;
_audit_update_record             
;
2020-09-03 deposited with the CCDC.	2021-06-10 downloaded from the CCDC.
;
_chemical_name_systematic        ?
_chemical_name_common            SIT_117_01_150K
_chemical_formula_moiety         ?
_chemical_formula_sum            'C23 H26 Cl F6 N2 O Os P'
_chemical_formula_iupac          ?
_chemical_formula_weight         717.08
_chemical_absolute_configuration ad

_chemical_melting_point          ?

_space_group_crystal_system      monoclinic
_space_group_name_H-M_alt        'P 1 21 1'
_space_group_name_Hall           'P 2yb'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z'

_cell_length_a                   7.2647(3)
_cell_length_b                   19.3763(9)
_cell_length_c                   17.3860(6)
_cell_angle_alpha                90
_cell_angle_beta                 100.4733(19)
_cell_angle_gamma                90
_cell_volume                     2406.53(17)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9976
_cell_measurement_theta_min      2.6038
_cell_measurement_theta_max      23.1548
_cell_measurement_temperature    150.(2)

_exptl_crystal_description       prismatic
_exptl_crystal_colour            'clear intense orange'
_exptl_crystal_size_max          0.132
_exptl_crystal_size_mid          0.057
_exptl_crystal_size_min          0.045
_exptl_crystal_density_diffrn    1.979
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1392

_exptl_absorpt_coefficient_mu    5.543
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   sadabs
_exptl_absorpt_correction_T_min  0.61
_exptl_absorpt_correction_T_max  0.79

_exptl_special_details           
;
;

_diffrn_ambient_temperature      150.(2)

_diffrn_source                   ?
_diffrn_source_type              ?

_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_monochromator  ?

_diffrn_measurement_device_type  'Bruker Kappa Apex II'
_diffrn_measurement_method       'φ and ω scans'

_diffrn_detector_area_resol_mean 8.3333

_diffrn_reflns_number            98624
_diffrn_reflns_av_R_equivalents  0.0826
_diffrn_reflns_av_unetI/netI     0.0438
_diffrn_reflns_theta_min         1.19
_diffrn_reflns_theta_max         25.35
_diffrn_reflns_theta_full        25.35
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -23
_diffrn_reflns_limit_k_max       23
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_limit_l_max       20

_refine_special_details          
;
;

_reflns_number_total             8804
_reflns_number_gt                8143
_reflns_threshold_expression     'I > 2σ(I)'

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_R_factor_all          0.0321
_refine_ls_R_factor_gt           0.0268
_refine_ls_wR_factor_gt          0.0421
_refine_ls_wR_factor_ref         0.0445
_refine_ls_goodness_of_fit_ref   1.034
_refine_ls_restrained_S_all      1.034
_refine_ls_number_reflns         8804
_refine_ls_number_parameters     620
_refine_ls_number_restraints     1
_refine_ls_number_constraints    ?
_refine_ls_hydrogen_treatment    constr
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+3.4306P] where P=(Fo²+2Fc²)/3'

_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?

_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         0.607
_refine_diff_density_min         -0.598
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_abs_structure_details 
;

Flack x determined using 3598 quotients [(I+)-(I-)]/[(I+)+(I-)]
(Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.022(4)

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'
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'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Os Os -1.2165 7.6030 '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'

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'SAINT V8.34A (Bruker AXS Inc., 2013)'
_computing_data_reduction        'SAINT V8.34A (Bruker AXS Inc., 2013)'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_refinement_flags_posn
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C C1 0.6856(6) 0.6337(3) 0.1221(4) 0.030(2) Uani d . . G 1 . .
H H1 0.5615 0.6161 0.1147 0.036 Uiso calc U . R 1 . .
C C2 0.7766(8) 0.6399(3) 0.0587(3) 0.034(2) Uani d . . G 1 . .
H H2 0.7148 0.6265 0.008 0.04 Uiso calc U . R 1 . .
C C3 0.9581(8) 0.6656(3) 0.0695(3) 0.031(2) Uani d . . G 1 . .
H H3 1.0203 0.6698 0.0261 0.037 Uiso calc U . R 1 . .
C C4 1.0485(6) 0.6852(3) 0.1437(3) 0.033(2) Uani d . . G 1 . .
H H4 1.1725 0.7028 0.151 0.039 Uiso calc U . R 1 . .
C C5 0.9575(8) 0.6791(3) 0.2071(3) 0.026(2) Uani d . . G 1 . .
H H5 1.0193 0.6925 0.2578 0.031 Uiso calc U . R 1 . .
C C6 0.7760(8) 0.6533(3) 0.1963(3) 0.026(2) Uani d . . G 1 . .
C C7 0.6691(13) 0.6505(4) 0.2648(5) 0.029(2) Uani d . . . 1 . .
H H7A 0.5367 0.6634 0.2459 0.035 Uiso calc U . R 1 . .
H H7B 0.7238 0.6844 0.3051 0.035 Uiso calc U . R 1 . .
F F6 0.2917(7) 0.6654(3) 0.4936(3) 0.0304(13) Uani d . . . 1 . .
C C8 0.6774(13) 0.5771(4) 0.3023(5) 0.028(2) Uani d . . . 1 . .
H H8A 0.8103 0.5632 0.3168 0.034 Uiso calc U . R 1 . .
H H8B 0.6256 0.5799 0.3511 0.034 Uiso calc U . R 1 . .
C C9 0.5766(12) 0.5230(5) 0.2527(6) 0.038(2) Uani d . . . 1 . .
H H9A 0.6445 0.5129 0.2095 0.045 Uiso calc U . R 1 . .
H H9B 0.5765 0.4804 0.2841 0.045 Uiso calc U . R 1 . .
C C10 0.5907(11) 0.7717(5) -0.0527(4) 0.0229(19) Uani d . . . 1 . .
H H10 0.5541 0.7246 -0.0545 0.028 Uiso calc U . R 1 . .
C C11 0.5338(11) 0.8121(5) -0.1177(5) 0.026(2) Uani d . . . 1 . .
H H11 0.4652 0.7925 -0.1644 0.031 Uiso calc U . R 1 . .
C C12 0.5772(13) 0.8808(5) -0.1144(5) 0.033(2) Uani d . . . 1 . .
H H12 0.5363 0.9096 -0.1585 0.039 Uiso calc U . R 1 . .
C C13 0.6798(12) 0.9080(4) -0.0474(5) 0.026(2) Uani d . . . 1 . .
H H13 0.7079 0.9559 -0.0439 0.031 Uiso calc U . R 1 . .
C C14 0.7422(11) 0.8642(4) 0.0155(5) 0.0181(19) Uani d . . . 1 . .
C C15 0.8620(11) 0.8842(4) 0.0870(5) 0.0189(19) Uani d . . . 1 . .
H H15 0.908 0.93 0.095 0.023 Uiso calc U . R 1 . .
C C16 1.0265(12) 0.8574(4) 0.2137(5) 0.023(2) Uani d . . . 1 . .
H H16A 1.1052 0.8973 0.2049 0.028 Uiso calc U . R 1 . .
H H16B 1.11 0.8185 0.2336 0.028 Uiso calc U . R 1 . .
C C17 0.9057(12) 0.8761(5) 0.2730(5) 0.031(2) Uani d . . . 1 . .
H H17A 0.8314 0.9177 0.2548 0.037 Uiso calc U . R 1 . .
H H17B 0.8173 0.8379 0.2767 0.037 Uiso calc U . R 1 . .
C C18 1.0205(11) 0.8899(5) 0.3530(5) 0.021(2) Uani d . . . 1 . .
C C19 1.0705(13) 0.9563(5) 0.3763(5) 0.025(2) Uani d . . . 1 . .
H H19 1.0344 0.9937 0.3415 0.03 Uiso calc U . R 1 . .
C C20 1.1738(13) 0.9689(5) 0.4507(6) 0.025(2) Uani d . . . 1 . .
H H20 1.2078 1.0148 0.4664 0.03 Uiso calc U . R 1 . .
C C21 1.2274(11) 0.9146(5) 0.5023(5) 0.025(2) Uani d . . . 1 . .
H H21 1.2983 0.9231 0.5529 0.03 Uiso calc U . R 1 . .
C C22 1.1759(12) 0.8480(4) 0.4788(5) 0.023(2) Uani d . . . 1 . .
H H22 1.2099 0.8106 0.5137 0.027 Uiso calc U . R 1 . .
C C23 1.0755(14) 0.8359(5) 0.4048(6) 0.023(2) Uani d . . . 1 . .
H H23 1.0432 0.7899 0.389 0.027 Uiso calc U . R 1 . .
C C24 0.7413(12) 0.6520(4) 0.5913(5) 0.022(2) Uani d . . . 1 . .
H H24 0.6501 0.6311 0.5521 0.027 Uiso calc U . R 1 . .
C C25 0.9111(12) 0.6759(4) 0.5718(5) 0.024(2) Uani d . . . 1 . .
H H25 0.9315 0.6718 0.5195 0.029 Uiso calc U . R 1 . .
C C26 1.0497(12) 0.7057(4) 0.6290(5) 0.027(2) Uani d . . . 1 . .
H H26 1.1646 0.721 0.6161 0.032 Uiso calc U . R 1 . .
C C27 1.0146(11) 0.7123(4) 0.7063(5) 0.025(2) Uani d . . . 1 . .
H H27 1.1078 0.7317 0.7459 0.031 Uiso calc U . R 1 . .
C C28 0.8443(12) 0.6907(4) 0.7248(5) 0.020(2) Uani d . . . 1 . .
H H28 0.8202 0.6974 0.7762 0.024 Uiso calc U . R 1 . .
C C29 0.7062(11) 0.6586(4) 0.6667(5) 0.022(2) Uani d . . . 1 . .
C C30 0.5190(12) 0.6379(4) 0.6861(5) 0.027(2) Uani d . . . 1 . .
H H30A 0.4188 0.6487 0.6411 0.032 Uiso calc U . R 1 . .
H H30B 0.4953 0.6653 0.7314 0.032 Uiso calc U . R 1 . .
C C31 0.5113(12) 0.5610(4) 0.7055(5) 0.023(2) Uani d . . . 1 . .
H H31A 0.384 0.5496 0.7144 0.027 Uiso calc U . R 1 . .
H H31B 0.5347 0.5338 0.6601 0.027 Uiso calc U . R 1 . .
C C32 0.6517(12) 0.5405(4) 0.7766(5) 0.027(2) Uani d . . . 1 . .
H H32A 0.7799 0.5458 0.7655 0.032 Uiso calc U . R 1 . .
H H32B 0.6392 0.5713 0.8208 0.032 Uiso calc U . R 1 . .
C C33 0.5959(10) 0.7775(4) 0.4528(4) 0.0165(17) Uani d . . . 1 . .
H H33 0.5708 0.7295 0.4548 0.02 Uiso calc U . R 1 . .
C C34 0.5308(11) 0.8129(4) 0.3841(4) 0.0186(18) Uani d . . . 1 . .
H H34 0.4643 0.7891 0.3398 0.022 Uiso calc U . R 1 . .
C C35 0.5630(11) 0.8828(4) 0.3802(4) 0.0176(18) Uani d . . . 1 . .
H H35 0.5175 0.9081 0.3339 0.021 Uiso calc U . R 1 . .
C C36 0.6625(10) 0.9150(4) 0.4451(4) 0.0172(17) Uani d . . . 1 . .
H H36 0.6868 0.9631 0.4442 0.021 Uiso calc U . R 1 . .
C C37 0.7272(11) 0.8765(4) 0.5120(4) 0.0140(17) Uani d . . . 1 . .
C C38 0.8439(11) 0.9030(4) 0.5818(5) 0.0182(18) Uani d . . . 1 . .
H H38 0.8818 0.9499 0.5856 0.022 Uiso calc U . R 1 . .
C C39 1.0138(10) 0.8850(4) 0.7102(4) 0.0167(18) Uani d . . . 1 . .
H H39A 1.0616 0.9318 0.7019 0.02 Uiso calc U . R 1 . .
H H39B 1.1226 0.8537 0.7238 0.02 Uiso calc U . R 1 . .
C C40 0.9052(11) 0.8869(4) 0.7775(4) 0.0229(19) Uani d . . . 1 . .
H H40A 0.8204 0.9273 0.7705 0.027 Uiso calc U . R 1 . .
H H40B 0.8265 0.845 0.775 0.027 Uiso calc U . R 1 . .
C C41 1.0276(11) 0.8909(4) 0.8571(5) 0.0186(19) Uani d . . . 1 . .
C C42 1.0887(12) 0.9540(4) 0.8908(5) 0.022(2) Uani d . . . 1 . .
H H42 1.0575 0.9955 0.8623 0.026 Uiso calc U . R 1 . .
C C43 1.1947(13) 0.9567(5) 0.9656(5) 0.025(2) Uani d . . . 1 . .
H H43 1.2372 0.9999 0.9877 0.03 Uiso calc U . R 1 . .
C C44 1.2390(12) 0.8969(4) 1.0080(5) 0.024(2) Uani d . . . 1 . .
H H44 1.3103 0.899 1.0594 0.029 Uiso calc U . R 1 . .
C C45 1.1801(12) 0.8345(4) 0.9758(5) 0.0200(19) Uani d . . . 1 . .
H H45 1.2103 0.7932 1.0049 0.024 Uiso calc U . R 1 . .
C C46 1.0767(13) 0.8316(5) 0.9009(6) 0.017(2) Uani d . . . 1 . .
H H46 1.0382 0.7879 0.8788 0.02 Uiso calc U . R 1 . .
Cl Cl1 0.5163(3) 0.79081(10) 0.15541(11) 0.0211(5) Uani d . . . 1 . .
Cl Cl2 0.5074(3) 0.81007(10) 0.65849(11) 0.0184(4) Uani d . . . 1 . .
F F1 0.1262(8) 0.5655(3) 0.4767(3) 0.0301(14) Uani d . . . 1 . .
F F2 0.3301(7) 0.6603(2) 0.3673(3) 0.0316(13) Uani d . . . 1 . .
F F3 0.4179(7) 0.5704(3) 0.4488(3) 0.0400(14) Uani d . . . 1 . .
F F4 0.0378(8) 0.6556(3) 0.3964(3) 0.0275(14) Uani d . . . 1 . .
F F5 0.1680(7) 0.5608(2) 0.3506(3) 0.0295(12) Uani d . . . 1 . .
F F7 0.1085(9) 0.5500(3) 0.9466(4) 0.057(2) Uani d . . . 1 . .
F F8 0.3894(9) 0.5385(4) 0.9116(4) 0.079(2) Uani d . . . 1 . .
F F9 0.0693(10) 0.6519(4) 0.8887(4) 0.049(2) Uani d . . . 1 . .
F F10 0.1428(9) 0.5603(3) 0.8207(4) 0.067(2) Uani d . . . 1 . .
F F11 0.3195(8) 0.6330(4) 0.9797(3) 0.0616(19) Uani d . . . 1 . .
F F12 0.3536(9) 0.6430(3) 0.8547(3) 0.0516(17) Uani d . . . 1 . .
N N1 0.6947(9) 0.7959(3) 0.0122(4) 0.0156(15) Uani d . . . 1 . .
N N2 0.9042(9) 0.8376(3) 0.1396(4) 0.0195(16) Uani d . . . 1 . .
N N3 0.6914(8) 0.8077(3) 0.5158(3) 0.0119(14) Uani d . . . 1 . .
N N4 0.8942(9) 0.8611(3) 0.6380(4) 0.0154(15) Uani d . . . 1 . .
O O1 0.3844(10) 0.5410(3) 0.2195(4) 0.0431(18) Uani d . . . 1 . .
H H1O 0.3244 0.548 0.2558 0.065 Uiso calc U . R 1 . .
O O2 0.6232(10) 0.4698(3) 0.7982(4) 0.0410(18) Uani d . . . 1 . .
H H2O 0.5273 0.4673 0.8188 0.061 Uiso calc U . R 1 . .
Os Os1 0.78640(5) 0.74076(2) 0.11559(2) 0.01544(12) Uani d . . . 1 . .
Os Os2 0.78564(4) 0.76089(2) 0.62382(2) 0.01314(11) Uani d . . . 1 . .
P P1 0.2297(3) 0.61317(11) 0.42259(13) 0.0200(5) Uani d . . . 1 . .
P P2 0.2318(3) 0.59579(11) 0.90045(13) 0.0225(5) Uani d . . . 1 . .


_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_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
C1 C2 . 1.39 ?
C1 C6 . 1.39 ?
C1 Os1 . 2.209(5) ?
C1 H1 . 0.95 ?
C2 C3 . 1.39 ?
C2 Os1 . 2.186(5) ?
C2 H2 . 0.95 ?
C3 C4 . 1.39 ?
C3 Os1 . 2.164(5) ?
C3 H3 . 0.95 ?
C4 C5 . 1.39 ?
C4 Os1 . 2.164(5) ?
C4 H4 . 0.95 ?
C5 C6 . 1.39 ?
C5 Os1 . 2.187(5) ?
C5 H5 . 0.95 ?
C6 C7 . 1.537(9) ?
C6 Os1 . 2.210(5) ?
C7 C8 . 1.560(11) ?
C7 H7A . 0.99 ?
C7 H7B . 0.99 ?
F6 P1 . 1.597(5) ?
C8 C9 . 1.466(12) ?
C8 H8A . 0.99 ?
C8 H8B . 0.99 ?
C9 O1 . 1.453(11) ?
C9 H9A . 0.99 ?
C9 H9B . 0.99 ?
C10 N1 . 1.325(9) ?
C10 C11 . 1.375(11) ?
C10 H10 . 0.95 ?
C11 C12 . 1.366(12) ?
C11 H11 . 0.95 ?
C12 C13 . 1.369(12) ?
C12 H12 . 0.95 ?
C13 C14 . 1.394(11) ?
C13 H13 . 0.95 ?
C14 N1 . 1.366(10) ?
C14 C15 . 1.435(11) ?
C15 N2 . 1.282(10) ?
C15 H15 . 0.95 ?
C16 N2 . 1.477(10) ?
C16 C17 . 1.513(11) ?
C16 H16A . 0.99 ?
C16 H16B . 0.99 ?
C17 C18 . 1.509(11) ?
C17 H17A . 0.99 ?
C17 H17B . 0.99 ?
C18 C19 . 1.379(12) ?
C18 C23 . 1.391(13) ?
C19 C20 . 1.395(13) ?
C19 H19 . 0.95 ?
C20 C21 . 1.391(13) ?
C20 H20 . 0.95 ?
C21 C22 . 1.383(12) ?
C21 H21 . 0.95 ?
C22 C23 . 1.378(13) ?
C22 H22 . 0.95 ?
C23 H23 . 0.95 ?
C24 C29 . 1.387(11) ?
C24 C25 . 1.415(11) ?
C24 Os2 . 2.193(8) ?
C24 H24 . 0.95 ?
C25 C26 . 1.403(12) ?
C25 Os2 . 2.159(8) ?
C25 H25 . 0.95 ?
C26 C27 . 1.420(11) ?
C26 Os2 . 2.185(8) ?
C26 H26 . 0.95 ?
C27 C28 . 1.398(11) ?
C27 Os2 . 2.201(8) ?
C27 H27 . 0.95 ?
C28 C29 . 1.431(11) ?
C28 Os2 . 2.201(8) ?
C28 H28 . 0.95 ?
C29 C30 . 1.514(11) ?
C29 Os2 . 2.230(8) ?
C30 C31 . 1.530(11) ?
C30 H30A . 0.99 ?
C30 H30B . 0.99 ?
C31 C32 . 1.506(12) ?
C31 H31A . 0.99 ?
C31 H31B . 0.99 ?
C32 O2 . 1.445(9) ?
C32 H32A . 0.99 ?
C32 H32B . 0.99 ?
C33 N3 . 1.322(9) ?
C33 C34 . 1.384(10) ?
C33 H33 . 0.95 ?
C34 C35 . 1.378(11) ?
C34 H34 . 0.95 ?
C35 C36 . 1.373(11) ?
C35 H35 . 0.95 ?
C36 C37 . 1.390(10) ?
C36 H36 . 0.95 ?
C37 N3 . 1.361(9) ?
C37 C38 . 1.442(11) ?
C38 N4 . 1.271(9) ?
C38 H38 . 0.95 ?
C39 N4 . 1.467(9) ?
C39 C40 . 1.526(10) ?
C39 H39A . 0.99 ?
C39 H39B . 0.99 ?
C40 C41 . 1.506(11) ?
C40 H40A . 0.99 ?
C40 H40B . 0.99 ?
C41 C42 . 1.392(11) ?
C41 C46 . 1.389(12) ?
C42 C43 . 1.386(12) ?
C42 H42 . 0.95 ?
C43 C44 . 1.380(12) ?
C43 H43 . 0.95 ?
C44 C45 . 1.368(11) ?
C44 H44 . 0.95 ?
C45 C46 . 1.381(12) ?
C45 H45 . 0.95 ?
C46 H46 . 0.95 ?
Cl1 Os1 . 2.4007(19) ?
Cl2 Os2 . 2.4081(19) ?
F1 P1 . 1.600(5) ?
F2 P1 . 1.596(5) ?
F3 P1 . 1.594(5) ?
F4 P1 . 1.611(6) ?
F5 P1 . 1.610(5) ?
F7 P2 . 1.579(6) ?
F8 P2 . 1.582(6) ?
F9 P2 . 1.591(7) ?
F10 P2 . 1.577(6) ?
F11 P2 . 1.583(6) ?
F12 P2 . 1.584(5) ?
N1 Os1 . 2.093(6) ?
N2 Os1 . 2.073(7) ?
N3 Os2 . 2.087(6) ?
N4 Os2 . 2.093(6) ?
O1 H1O . 0.84 ?
O2 H2O . 0.84 ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
C2 C1 C6 . . 120.0 ?
C2 C1 Os1 . . 70.67(16) ?
C6 C1 Os1 . . 71.68(17) ?
C2 C1 H1 . . 120.0 ?
C6 C1 H1 . . 120.0 ?
Os1 C1 H1 . . 130.2 ?
C3 C2 C1 . . 120.0 ?
C3 C2 Os1 . . 70.48(17) ?
C1 C2 Os1 . . 72.46(17) ?
C3 C2 H2 . . 120.0 ?
C1 C2 H2 . . 120.0 ?
Os1 C2 H2 . . 129.5 ?
C2 C3 C4 . . 120.0 ?
C2 C3 Os1 . . 72.25(18) ?
C4 C3 Os1 . . 71.29(18) ?
C2 C3 H3 . . 120.0 ?
C4 C3 H3 . . 120.0 ?
Os1 C3 H3 . . 128.7 ?
C5 C4 C3 . . 120.0 ?
C5 C4 Os1 . . 72.28(17) ?
C3 C4 Os1 . . 71.24(17) ?
C5 C4 H4 . . 120.0 ?
C3 C4 H4 . . 120.0 ?
Os1 C4 H4 . . 128.8 ?
C4 C5 C6 . . 120.0 ?
C4 C5 Os1 . . 70.47(17) ?
C6 C5 Os1 . . 72.45(17) ?
C4 C5 H5 . . 120.0 ?
C6 C5 H5 . . 120.0 ?
Os1 C5 H5 . . 129.5 ?
C5 C6 C1 . . 120.0 ?
C5 C6 C7 . . 120.6(5) ?
C1 C6 C7 . . 119.3(5) ?
C5 C6 Os1 . . 70.70(17) ?
C1 C6 Os1 . . 71.64(17) ?
C7 C6 Os1 . . 126.9(4) ?
C6 C7 C8 . . 111.7(7) ?
C6 C7 H7A . . 109.3 ?
C8 C7 H7A . . 109.3 ?
C6 C7 H7B . . 109.3 ?
C8 C7 H7B . . 109.3 ?
H7A C7 H7B . . 107.9 ?
C9 C8 C7 . . 115.4(8) ?
C9 C8 H8A . . 108.4 ?
C7 C8 H8A . . 108.4 ?
C9 C8 H8B . . 108.4 ?
C7 C8 H8B . . 108.4 ?
H8A C8 H8B . . 107.5 ?
O1 C9 C8 . . 113.8(8) ?
O1 C9 H9A . . 108.8 ?
C8 C9 H9A . . 108.8 ?
O1 C9 H9B . . 108.8 ?
C8 C9 H9B . . 108.8 ?
H9A C9 H9B . . 107.7 ?
N1 C10 C11 . . 122.6(8) ?
N1 C10 H10 . . 118.7 ?
C11 C10 H10 . . 118.7 ?
C12 C11 C10 . . 119.1(8) ?
C12 C11 H11 . . 120.4 ?
C10 C11 H11 . . 120.4 ?
C11 C12 C13 . . 119.8(8) ?
C11 C12 H12 . . 120.1 ?
C13 C12 H12 . . 120.1 ?
C12 C13 C14 . . 118.9(8) ?
C12 C13 H13 . . 120.6 ?
C14 C13 H13 . . 120.6 ?
N1 C14 C13 . . 120.8(8) ?
N1 C14 C15 . . 114.1(7) ?
C13 C14 C15 . . 125.1(8) ?
N2 C15 C14 . . 117.1(7) ?
N2 C15 H15 . . 121.5 ?
C14 C15 H15 . . 121.5 ?
N2 C16 C17 . . 109.0(7) ?
N2 C16 H16A . . 109.9 ?
C17 C16 H16A . . 109.9 ?
N2 C16 H16B . . 109.9 ?
C17 C16 H16B . . 109.9 ?
H16A C16 H16B . . 108.3 ?
C18 C17 C16 . . 112.2(7) ?
C18 C17 H17A . . 109.2 ?
C16 C17 H17A . . 109.2 ?
C18 C17 H17B . . 109.2 ?
C16 C17 H17B . . 109.2 ?
H17A C17 H17B . . 107.9 ?
C19 C18 C23 . . 118.8(9) ?
C19 C18 C17 . . 120.5(8) ?
C23 C18 C17 . . 120.7(9) ?
C18 C19 C20 . . 120.3(9) ?
C18 C19 H19 . . 119.9 ?
C20 C19 H19 . . 119.9 ?
C21 C20 C19 . . 120.4(9) ?
C21 C20 H20 . . 119.8 ?
C19 C20 H20 . . 119.8 ?
C22 C21 C20 . . 119.0(8) ?
C22 C21 H21 . . 120.5 ?
C20 C21 H21 . . 120.5 ?
C23 C22 C21 . . 120.3(8) ?
C23 C22 H22 . . 119.9 ?
C21 C22 H22 . . 119.9 ?
C22 C23 C18 . . 121.1(9) ?
C22 C23 H23 . . 119.4 ?
C18 C23 H23 . . 119.4 ?
C29 C24 C25 . . 121.0(8) ?
C29 C24 Os2 . . 73.2(5) ?
C25 C24 Os2 . . 69.7(5) ?
C29 C24 H24 . . 119.5 ?
C25 C24 H24 . . 119.5 ?
Os2 C24 H24 . . 130.2 ?
C26 C25 C24 . . 120.6(8) ?
C26 C25 Os2 . . 72.2(5) ?
C24 C25 Os2 . . 72.4(5) ?
C26 C25 H25 . . 119.7 ?
C24 C25 H25 . . 119.7 ?
Os2 C25 H25 . . 128.0 ?
C25 C26 C27 . . 118.6(8) ?
C25 C26 Os2 . . 70.1(5) ?
C27 C26 Os2 . . 71.7(5) ?
C25 C26 H26 . . 120.7 ?
C27 C26 H26 . . 120.7 ?
Os2 C26 H26 . . 129.8 ?
C28 C27 C26 . . 120.6(8) ?
C28 C27 Os2 . . 71.5(5) ?
C26 C27 Os2 . . 70.5(5) ?
C28 C27 H27 . . 119.7 ?
C26 C27 H27 . . 119.7 ?
Os2 C27 H27 . . 131.2 ?
C27 C28 C29 . . 120.3(8) ?
C27 C28 Os2 . . 71.5(5) ?
C29 C28 Os2 . . 72.3(4) ?
C27 C28 H28 . . 119.8 ?
C29 C28 H28 . . 119.8 ?
Os2 C28 H28 . . 128.6 ?
C24 C29 C28 . . 118.8(7) ?
C24 C29 C30 . . 121.0(8) ?
C28 C29 C30 . . 120.0(7) ?
C24 C29 Os2 . . 70.3(5) ?
C28 C29 Os2 . . 70.0(4) ?
C30 C29 Os2 . . 127.4(5) ?
C29 C30 C31 . . 112.1(7) ?
C29 C30 H30A . . 109.2 ?
C31 C30 H30A . . 109.2 ?
C29 C30 H30B . . 109.2 ?
C31 C30 H30B . . 109.2 ?
H30A C30 H30B . . 107.9 ?
C32 C31 C30 . . 113.1(7) ?
C32 C31 H31A . . 109.0 ?
C30 C31 H31A . . 109.0 ?
C32 C31 H31B . . 109.0 ?
C30 C31 H31B . . 109.0 ?
H31A C31 H31B . . 107.8 ?
O2 C32 C31 . . 110.9(7) ?
O2 C32 H32A . . 109.5 ?
C31 C32 H32A . . 109.5 ?
O2 C32 H32B . . 109.5 ?
C31 C32 H32B . . 109.5 ?
H32A C32 H32B . . 108.1 ?
N3 C33 C34 . . 122.8(7) ?
N3 C33 H33 . . 118.6 ?
C34 C33 H33 . . 118.6 ?
C35 C34 C33 . . 119.6(7) ?
C35 C34 H34 . . 120.2 ?
C33 C34 H34 . . 120.2 ?
C36 C35 C34 . . 118.4(7) ?
C36 C35 H35 . . 120.8 ?
C34 C35 H35 . . 120.8 ?
C35 C36 C37 . . 119.4(7) ?
C35 C36 H36 . . 120.3 ?
C37 C36 H36 . . 120.3 ?
N3 C37 C36 . . 121.8(7) ?
N3 C37 C38 . . 113.3(7) ?
C36 C37 C38 . . 124.8(7) ?
N4 C38 C37 . . 117.5(7) ?
N4 C38 H38 . . 121.2 ?
C37 C38 H38 . . 121.2 ?
N4 C39 C40 . . 110.8(6) ?
N4 C39 H39A . . 109.5 ?
C40 C39 H39A . . 109.5 ?
N4 C39 H39B . . 109.5 ?
C40 C39 H39B . . 109.5 ?
H39A C39 H39B . . 108.1 ?
C41 C40 C39 . . 113.9(7) ?
C41 C40 H40A . . 108.8 ?
C39 C40 H40A . . 108.8 ?
C41 C40 H40B . . 108.8 ?
C39 C40 H40B . . 108.8 ?
H40A C40 H40B . . 107.7 ?
C42 C41 C46 . . 117.8(8) ?
C42 C41 C40 . . 121.5(8) ?
C46 C41 C40 . . 120.7(8) ?
C43 C42 C41 . . 120.5(8) ?
C43 C42 H42 . . 119.8 ?
C41 C42 H42 . . 119.8 ?
C44 C43 C42 . . 120.4(9) ?
C44 C43 H43 . . 119.8 ?
C42 C43 H43 . . 119.8 ?
C45 C44 C43 . . 119.9(8) ?
C45 C44 H44 . . 120.0 ?
C43 C44 H44 . . 120.0 ?
C44 C45 C46 . . 119.8(8) ?
C44 C45 H45 . . 120.1 ?
C46 C45 H45 . . 120.1 ?
C45 C46 C41 . . 121.6(9) ?
C45 C46 H46 . . 119.2 ?
C41 C46 H46 . . 119.2 ?
C10 N1 C14 . . 118.6(7) ?
C10 N1 Os1 . . 126.5(5) ?
C14 N1 Os1 . . 114.8(5) ?
C15 N2 C16 . . 117.9(7) ?
C15 N2 Os1 . . 117.2(6) ?
C16 N2 Os1 . . 124.8(5) ?
C33 N3 C37 . . 118.0(6) ?
C33 N3 Os2 . . 126.1(5) ?
C37 N3 Os2 . . 115.8(5) ?
C38 N4 C39 . . 120.0(7) ?
C38 N4 Os2 . . 116.9(6) ?
C39 N4 Os2 . . 123.1(5) ?
C9 O1 H1O . . 109.5 ?
C32 O2 H2O . . 109.5 ?
N2 Os1 N1 . . 76.5(3) ?
N2 Os1 C4 . . 95.2(2) ?
N1 Os1 C4 . . 125.3(2) ?
N2 Os1 C3 . . 116.0(2) ?
N1 Os1 C3 . . 98.1(2) ?
C4 Os1 C3 . . 37.47(8) ?
N2 Os1 C5 . . 100.9(2) ?
N1 Os1 C5 . . 162.5(2) ?
C4 Os1 C5 . . 37.25(8) ?
C3 Os1 C5 . . 67.19(11) ?
N2 Os1 C2 . . 151.5(2) ?
N1 Os1 C2 . . 95.1(2) ?
C4 Os1 C2 . . 67.20(11) ?
C3 Os1 C2 . . 37.27(8) ?
C5 Os1 C2 . . 78.94(11) ?
N2 Os1 C6 . . 128.8(2) ?
N1 Os1 C6 . . 153.4(2) ?
C4 Os1 C6 . . 66.79(11) ?
C3 Os1 C6 . . 78.94(11) ?
C5 Os1 C6 . . 36.86(8) ?
C2 Os1 C6 . . 66.42(11) ?
N2 Os1 C1 . . 165.5(2) ?
N1 Os1 C1 . . 117.8(2) ?
C4 Os1 C1 . . 78.94(11) ?
C3 Os1 C1 . . 66.81(12) ?
C5 Os1 C1 . . 66.41(11) ?
C2 Os1 C1 . . 36.87(8) ?
C6 Os1 C1 . . 36.67(8) ?
N2 Os1 Cl1 . . 84.59(19) ?
N1 Os1 Cl1 . . 83.80(17) ?
C4 Os1 Cl1 . . 150.17(16) ?
C3 Os1 Cl1 . . 159.24(17) ?
C5 Os1 Cl1 . . 113.40(15) ?
C2 Os1 Cl1 . . 122.05(17) ?
C6 Os1 Cl1 . . 90.14(13) ?
C1 Os1 Cl1 . . 93.93(14) ?
N3 Os2 N4 . . 75.9(2) ?
N3 Os2 C25 . . 92.8(3) ?
N4 Os2 C25 . . 125.3(3) ?
N3 Os2 C26 . . 113.1(3) ?
N4 Os2 C26 . . 98.1(3) ?
C25 Os2 C26 . . 37.7(3) ?
N3 Os2 C24 . . 100.2(3) ?
N4 Os2 C24 . . 163.2(3) ?
C25 Os2 C24 . . 37.9(3) ?
C26 Os2 C24 . . 68.0(3) ?
N3 Os2 C27 . . 149.1(3) ?
N4 Os2 C27 . . 95.5(3) ?
C25 Os2 C27 . . 67.7(3) ?
C26 Os2 C27 . . 37.8(3) ?
C24 Os2 C27 . . 79.3(3) ?
N3 Os2 C28 . . 166.3(3) ?
N4 Os2 C28 . . 117.7(3) ?
C25 Os2 C28 . . 80.1(3) ?
C26 Os2 C28 . . 67.9(3) ?
C24 Os2 C28 . . 67.0(3) ?
C27 Os2 C28 . . 37.0(3) ?
N3 Os2 C29 . . 128.7(3) ?
N4 Os2 C29 . . 154.2(3) ?
C25 Os2 C29 . . 67.5(3) ?
C26 Os2 C29 . . 80.2(3) ?
C24 Os2 C29 . . 36.5(3) ?
C27 Os2 C29 . . 67.2(3) ?
C28 Os2 C29 . . 37.7(3) ?
N3 Os2 Cl2 . . 84.28(16) ?
N4 Os2 Cl2 . . 85.36(18) ?
C25 Os2 Cl2 . . 147.6(2) ?
C26 Os2 Cl2 . . 162.6(2) ?
C24 Os2 Cl2 . . 110.8(2) ?
C27 Os2 Cl2 . . 125.1(2) ?
C28 Os2 Cl2 . . 95.4(2) ?
C29 Os2 Cl2 . . 89.3(2) ?
F2 P1 F3 . . 90.5(3) ?
F2 P1 F6 . . 90.4(3) ?
F3 P1 F6 . . 90.1(3) ?
F2 P1 F1 . . 179.0(3) ?
F3 P1 F1 . . 90.1(3) ?
F6 P1 F1 . . 90.5(3) ?
F2 P1 F5 . . 89.2(3) ?
F3 P1 F5 . . 89.9(3) ?
F6 P1 F5 . . 179.6(3) ?
F1 P1 F5 . . 90.0(3) ?
F2 P1 F4 . . 90.3(3) ?
F3 P1 F4 . . 179.2(3) ?
F6 P1 F4 . . 90.2(3) ?
F1 P1 F4 . . 89.2(3) ?
F5 P1 F4 . . 89.9(3) ?
F10 P2 F7 . . 91.3(4) ?
F10 P2 F8 . . 88.5(4) ?
F7 P2 F8 . . 90.5(3) ?
F10 P2 F11 . . 178.8(4) ?
F7 P2 F11 . . 89.4(4) ?
F8 P2 F11 . . 92.6(4) ?
F10 P2 F12 . . 89.3(3) ?
F7 P2 F12 . . 178.9(3) ?
F8 P2 F12 . . 90.5(3) ?
F11 P2 F12 . . 90.1(3) ?
F10 P2 F9 . . 90.5(4) ?
F7 P2 F9 . . 88.5(4) ?
F8 P2 F9 . . 178.5(5) ?
F11 P2 F9 . . 88.4(4) ?
F12 P2 F9 . . 90.6(4) ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion
_geom_torsion_publ_flag
C6 C1 C2 C3 . . . . 0 ?
Os1 C1 C2 C3 . . . . 54.05(16) ?
C6 C1 C2 Os1 . . . . -54.05(16) ?
C1 C2 C3 C4 . . . . 0 ?
Os1 C2 C3 C4 . . . . 54.98(16) ?
C1 C2 C3 Os1 . . . . -54.98(16) ?
C2 C3 C4 C5 . . . . 0 ?
Os1 C3 C4 C5 . . . . 55.44(16) ?
C2 C3 C4 Os1 . . . . -55.44(16) ?
C3 C4 C5 C6 . . . . 0 ?
Os1 C4 C5 C6 . . . . 54.95(17) ?
C3 C4 C5 Os1 . . . . -54.95(17) ?
C4 C5 C6 C1 . . . . 0 ?
Os1 C5 C6 C1 . . . . 54.02(16) ?
C4 C5 C6 C7 . . . . -176.2(6) ?
Os1 C5 C6 C7 . . . . -122.1(5) ?
C4 C5 C6 Os1 . . . . -54.02(16) ?
C2 C1 C6 C5 . . . . 0 ?
Os1 C1 C6 C5 . . . . -53.58(15) ?
C2 C1 C6 C7 . . . . 176.2(6) ?
Os1 C1 C6 C7 . . . . 122.6(5) ?
C2 C1 C6 Os1 . . . . 53.58(15) ?
C5 C6 C7 C8 . . . . -98.6(7) ?
C1 C6 C7 C8 . . . . 85.3(7) ?
Os1 C6 C7 C8 . . . . 173.5(5) ?
C6 C7 C8 C9 . . . . -67.6(10) ?
C7 C8 C9 O1 . . . . -51.2(11) ?
N1 C10 C11 C12 . . . . -3.5(12) ?
C10 C11 C12 C13 . . . . 1.5(12) ?
C11 C12 C13 C14 . . . . 1.7(12) ?
C12 C13 C14 N1 . . . . -3.1(12) ?
C12 C13 C14 C15 . . . . 175.2(8) ?
N1 C14 C15 N2 . . . . -2.5(10) ?
C13 C14 C15 N2 . . . . 179.1(7) ?
N2 C16 C17 C18 . . . . 174.1(7) ?
C16 C17 C18 C19 . . . . 95.6(10) ?
C16 C17 C18 C23 . . . . -85.3(10) ?
C23 C18 C19 C20 . . . . -0.2(13) ?
C17 C18 C19 C20 . . . . 178.9(8) ?
C18 C19 C20 C21 . . . . -0.1(14) ?
C19 C20 C21 C22 . . . . -0.3(13) ?
C20 C21 C22 C23 . . . . 1.0(13) ?
C21 C22 C23 C18 . . . . -1.3(14) ?
C19 C18 C23 C22 . . . . 0.9(14) ?
C17 C18 C23 C22 . . . . -178.2(8) ?
C29 C24 C25 C26 . . . . 1.3(12) ?
Os2 C24 C25 C26 . . . . 55.8(7) ?
C29 C24 C25 Os2 . . . . -54.5(7) ?
C24 C25 C26 C27 . . . . -1.1(12) ?
Os2 C25 C26 C27 . . . . 54.8(7) ?
C24 C25 C26 Os2 . . . . -55.9(7) ?
C25 C26 C27 C28 . . . . -1.0(12) ?
Os2 C26 C27 C28 . . . . 53.0(7) ?
C25 C26 C27 Os2 . . . . -54.0(7) ?
C26 C27 C28 C29 . . . . 2.9(12) ?
Os2 C27 C28 C29 . . . . 55.5(7) ?
C26 C27 C28 Os2 . . . . -52.6(7) ?
C25 C24 C29 C28 . . . . 0.5(12) ?
Os2 C24 C29 C28 . . . . -52.3(6) ?
C25 C24 C29 C30 . . . . 175.4(7) ?
Os2 C24 C29 C30 . . . . 122.5(7) ?
C25 C24 C29 Os2 . . . . 52.9(7) ?
C27 C28 C29 C24 . . . . -2.6(11) ?
Os2 C28 C29 C24 . . . . 52.4(7) ?
C27 C28 C29 C30 . . . . -177.5(7) ?
Os2 C28 C29 C30 . . . . -122.4(7) ?
C27 C28 C29 Os2 . . . . -55.1(7) ?
C24 C29 C30 C31 . . . . 86.0(10) ?
C28 C29 C30 C31 . . . . -99.2(9) ?
Os2 C29 C30 C31 . . . . 173.9(6) ?
C29 C30 C31 C32 . . . . 62.3(10) ?
C30 C31 C32 O2 . . . . 172.8(7) ?
N3 C33 C34 C35 . . . . -1.0(11) ?
C33 C34 C35 C36 . . . . 1.1(11) ?
C34 C35 C36 C37 . . . . 0.1(11) ?
C35 C36 C37 N3 . . . . -1.4(11) ?
C35 C36 C37 C38 . . . . 175.4(7) ?
N3 C37 C38 N4 . . . . -1.9(10) ?
C36 C37 C38 N4 . . . . -179.0(7) ?
N4 C39 C40 C41 . . . . 163.4(7) ?
C39 C40 C41 C42 . . . . 87.2(10) ?
C39 C40 C41 C46 . . . . -95.6(9) ?
C46 C41 C42 C43 . . . . 0.0(13) ?
C40 C41 C42 C43 . . . . 177.2(8) ?
C41 C42 C43 C44 . . . . -0.9(14) ?
C42 C43 C44 C45 . . . . 0.8(13) ?
C43 C44 C45 C46 . . . . 0.1(13) ?
C44 C45 C46 C41 . . . . -1.0(13) ?
C42 C41 C46 C45 . . . . 0.9(13) ?
C40 C41 C46 C45 . . . . -176.3(8) ?
C11 C10 N1 C14 . . . . 2.1(11) ?
C11 C10 N1 Os1 . . . . 178.8(5) ?
C13 C14 N1 C10 . . . . 1.3(11) ?
C15 C14 N1 C10 . . . . -177.2(7) ?
C13 C14 N1 Os1 . . . . -175.8(6) ?
C15 C14 N1 Os1 . . . . 5.7(8) ?
C14 C15 N2 C16 . . . . -179.6(7) ?
C14 C15 N2 Os1 . . . . -2.1(9) ?
C17 C16 N2 C15 . . . . 94.8(9) ?
C17 C16 N2 Os1 . . . . -82.5(8) ?
C34 C33 N3 C37 . . . . -0.4(10) ?
C34 C33 N3 Os2 . . . . 177.0(5) ?
C36 C37 N3 C33 . . . . 1.6(11) ?
C38 C37 N3 C33 . . . . -175.6(6) ?
C36 C37 N3 Os2 . . . . -176.0(5) ?
C38 C37 N3 Os2 . . . . 6.7(8) ?
C37 C38 N4 C39 . . . . 179.6(6) ?
C37 C38 N4 Os2 . . . . -3.9(9) ?
C40 C39 N4 C38 . . . . 110.2(8) ?
C40 C39 N4 Os2 . . . . -66.0(8) ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_publ_flag
O2 H2O F8 . 0.84 2.47 3.124(9) 135.5 ?
O1 H1O F5 . 0.84 2.18 3.019(8) 177.2 ?
C40 H40B Cl2 . 0.99 2.87 3.560(8) 127.6 ?
C38 H38 F5 2_656 0.95 2.47 3.284(9) 143.1 ?
C38 H38 F1 2_656 0.95 2.48 3.329(9) 148.2 ?
C33 H33 F2 . 0.95 2.49 3.170(9) 128.5 ?
C33 H33 F6 . 0.95 2.57 3.267(9) 130.4 ?
C17 H17B Cl1 . 0.99 2.90 3.579(9) 127.0 ?
C16 H16A O2 2_756 0.99 2.43 3.385(10) 161.6 ?
C15 H15 F7 2_656 0.95 2.43 3.280(10) 148.5 ?
C10 H10 F12 1_554 0.95 2.51 3.283(10) 139.0 ?
C10 H10 F11 1_554 0.95 2.60 3.440(11) 147.1 ?
C8 H8B F3 . 0.99 2.48 3.436(10) 163.3 ?
C8 H8A F5 1_655 0.99 2.56 3.524(10) 165.1 ?



####################################################################### 
# 
# 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_5_03142
_database_code_depnum_ccdc_archive 'CCDC 2026997'
loop_
_audit_author_name
_audit_author_address
'Josefina Perles'
;Universidad Autonoma de Madrid
Spain
;
_audit_update_record             
;
2020-09-02 deposited with the CCDC.	2021-06-10 downloaded from the CCDC.
;
_chemical_name_systematic        ?
_chemical_name_common            SIT_116PF6_150K
_chemical_formula_moiety         ?
_chemical_formula_sum            'C21 H22 Cl F6 N2 O Os P'
_chemical_formula_iupac          ?
_chemical_formula_weight         689.02
_chemical_absolute_configuration ad

_chemical_melting_point          ?

_space_group_crystal_system      orthorhombic
_space_group_name_H-M_alt        'P 21 21 21'
_space_group_name_Hall           'P 2ac 2ab'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'

_cell_length_a                   8.9047(3)
_cell_length_b                   13.1177(3)
_cell_length_c                   19.5010(6)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2277.90(12)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    7448
_cell_measurement_theta_min      2.6027
_cell_measurement_theta_max      26.3259
_cell_measurement_temperature    150.(2)

_exptl_crystal_description       prismatic
_exptl_crystal_colour            'clear intense red'
_exptl_crystal_size_max          0.150
_exptl_crystal_size_mid          0.048
_exptl_crystal_size_min          0.046
_exptl_crystal_density_diffrn    2.009
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1328

_exptl_absorpt_coefficient_mu    5.852
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   twinabs
_exptl_absorpt_correction_T_min  0.53
_exptl_absorpt_correction_T_max  0.78

_exptl_special_details           
;
;

_diffrn_ambient_temperature      150.(2)

_diffrn_source                   ?
_diffrn_source_type              ?

_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_monochromator  ?

_diffrn_measurement_device_type  'Bruker Kappa Apex II'
_diffrn_measurement_method       'φ and ω scans'

_diffrn_detector_area_resol_mean 8.3333

_diffrn_reflns_number            4656
_diffrn_reflns_av_R_equivalents  0.0986
_diffrn_reflns_av_unetI/netI     0.0370
_diffrn_reflns_theta_min         2.96
_diffrn_reflns_theta_max         26.44
_diffrn_reflns_theta_full        26.44
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measured_fraction_theta_full 0.994
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_limit_l_max       24

_refine_special_details          
;

Refined as a 2-component inversion twin.
;

_reflns_number_total             4656
_reflns_number_gt                4353
_reflns_threshold_expression     'I > 2σ(I)'

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_R_factor_all          0.0348
_refine_ls_R_factor_gt           0.0305
_refine_ls_wR_factor_gt          0.0780
_refine_ls_wR_factor_ref         0.0798
_refine_ls_goodness_of_fit_ref   1.071
_refine_ls_restrained_S_all      1.071
_refine_ls_number_reflns         4656
_refine_ls_number_parameters     303
_refine_ls_number_restraints     0
_refine_ls_number_constraints    ?
_refine_ls_hydrogen_treatment    mixed
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0413P)²+7.2363P] where P=(Fo²+2Fc²)/3'

_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?

_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         1.095
_refine_diff_density_min         -0.705
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_abs_structure_details 
;

Refined as an inversion twin.
;
_refine_ls_abs_structure_Flack   0.505(14)

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'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Os Os -1.2165 7.6030 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'SAINT V8.34A (Bruker AXS Inc., 2013)'
_computing_data_reduction        'SAINT V8.34A (Bruker AXS Inc., 2013)'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_refinement_flags_posn
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C C1 0.7519(10) -0.0809(7) 0.5440(4) 0.025(2) Uani d . . . 1 . .
H H1 0.6798 -0.1324 0.5346 0.03 Uiso calc U . R 1 . .
C C2 0.7799(14) -0.0518(7) 0.6133(5) 0.025(2) Uani d . . . 1 . .
H H2 0.7244 -0.0825 0.6494 0.03 Uiso calc U . R 1 . .
C C3 0.8889(13) 0.0217(9) 0.6282(5) 0.030(3) Uani d . . . 1 . .
H H3 0.9088 0.0402 0.6745 0.036 Uiso calc U . R 1 . .
C C4 0.9698(11) 0.0687(8) 0.5738(5) 0.024(2) Uani d . . . 1 . .
H H4 1.0446 0.1181 0.5838 0.029 Uiso calc U . R 1 . .
C C5 0.9395(12) 0.0422(8) 0.5055(5) 0.024(2) Uani d . . . 1 . .
H H5 0.9923 0.0753 0.4696 0.029 Uiso calc U . R 1 . .
C C6 0.8291(13) -0.0347(9) 0.4892(5) 0.028(2) Uani d . . . 1 . .
C C7 0.7929(14) -0.0597(8) 0.4157(5) 0.032(3) Uani d . . . 1 . .
H H7A 0.7814 0.0042 0.3891 0.039 Uiso calc U . R 1 . .
H H7B 0.6969 -0.0975 0.4134 0.039 Uiso calc U . R 1 . .
C C8 0.9194(13) -0.1248(9) 0.3841(5) 0.032(3) Uani d . . . 1 . .
H H8A 1.0156 -0.0872 0.3871 0.039 Uiso calc U . R 1 . .
H H8B 0.9301 -0.1889 0.4105 0.039 Uiso calc U . R 1 . .
C C9 0.8869(16) -0.1494(12) 0.3109(7) 0.053(4) Uani d . . . 1 . .
H H9A 0.9696 -0.1923 0.2931 0.064 Uiso calc U . R 1 . .
H H9B 0.7939 -0.1907 0.3092 0.064 Uiso calc U . R 1 . .
C C10 0.8046(13) 0.2935(8) 0.6200(6) 0.032(3) Uani d . . . 1 . .
H H10 0.9028 0.2824 0.6025 0.039 Uiso calc U . R 1 . .
C C11 0.7763(14) 0.3804(8) 0.6548(5) 0.034(2) Uani d . . . 1 . .
H H11 0.8548 0.4282 0.662 0.04 Uiso calc U . R 1 . .
C C12 0.6327(12) 0.4006(8) 0.6804(5) 0.028(2) Uani d . . . 1 . .
H H12 0.6124 0.4615 0.705 0.034 Uiso calc U . R 1 . .
C C13 0.5206(14) 0.3291(9) 0.6688(5) 0.031(3) Uani d . . . 1 . .
H H13 0.4212 0.34 0.6849 0.038 Uiso calc U . R 1 . .
C C14 0.5577(12) 0.2411(9) 0.6329(5) 0.023(2) Uani d . . . 1 . .
C C15 0.4514(12) 0.1622(8) 0.6170(5) 0.025(2) Uani d . . . 1 . .
H H15 0.3496 0.1667 0.6313 0.03 Uiso calc U . R 1 . .
C C16 0.3971(11) 0.0016(8) 0.5702(5) 0.021(2) Uani d . . . 1 . .
C C17 0.3161(12) -0.0385(8) 0.6238(5) 0.027(2) Uani d . . . 1 . .
H H17 0.3288 -0.0129 0.669 0.033 Uiso calc U . R 1 . .
C C18 0.2166(14) -0.1164(8) 0.6109(6) 0.035(3) Uani d . . . 1 . .
H H18 0.1591 -0.1445 0.6473 0.042 Uiso calc U . R 1 . .
C C19 0.2002(13) -0.1534(8) 0.5454(7) 0.038(3) Uani d . . . 1 . .
H H19 0.1307 -0.2067 0.5367 0.046 Uiso calc U . R 1 . .
C C20 0.2828(14) -0.1142(8) 0.4928(6) 0.036(3) Uani d . . . 1 . .
H H20 0.2713 -0.1408 0.4478 0.043 Uiso calc U . R 1 . .
C C21 0.3826(13) -0.0364(9) 0.5047(5) 0.029(2) Uani d . . . 1 . .
H H21 0.4409 -0.0092 0.4682 0.035 Uiso calc U . R 1 . .
Cl Cl1 0.6594(3) 0.1870(2) 0.45911(13) 0.0310(6) Uani d . . . 1 . .
F F1 1.0343(15) 0.7482(15) 0.7456(5) 0.159(8) Uani d . . . 1 . .
F F2 0.7776(16) 0.7787(8) 0.7309(6) 0.117(5) Uani d . . . 1 . .
F F3 0.9277(11) 0.7300(7) 0.6457(4) 0.065(2) Uani d . . . 1 . .
F F4 0.7712(15) 0.6204(8) 0.6928(7) 0.120(5) Uani d . . . 1 . .
F F5 1.0072(13) 0.5957(11) 0.7093(6) 0.102(4) Uani d . . . 1 . .
F F6 0.8641(11) 0.6589(10) 0.7968(5) 0.096(4) Uani d . . . 1 . .
N N1 0.6986(10) 0.2217(6) 0.6092(4) 0.0229(19) Uani d . . . 1 . .
N N2 0.4994(8) 0.0853(8) 0.5827(4) 0.0235(17) Uani d . . . 1 . .
O O1 0.8693(15) -0.0661(10) 0.2670(5) 0.067(3) Uani d . . . 1 . .
H H1O 0.834(13) -0.006(9) 0.272(6) 0.02(3) Uiso d . . . 1 . .
Os Os1 0.72688(4) 0.08548(3) 0.55598(2) 0.01855(11) Uani d . . . 1 . .
P P1 0.8950(3) 0.6933(3) 0.72083(15) 0.0357(7) Uani d . . . 1 . .


_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_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
C1 C6 . 1.407(14) ?
C1 C2 . 1.427(13) ?
C1 Os1 . 2.206(10) ?
C1 H1 . 0.95 ?
C2 C3 . 1.399(16) ?
C2 Os1 . 2.172(9) ?
C2 H2 . 0.95 ?
C3 C4 . 1.423(15) ?
C3 Os1 . 2.183(11) ?
C3 H3 . 0.95 ?
C4 C5 . 1.402(14) ?
C4 Os1 . 2.202(10) ?
C4 H4 . 0.95 ?
C5 C6 . 1.444(16) ?
C5 Os1 . 2.208(10) ?
C5 H5 . 0.95 ?
C6 C7 . 1.505(14) ?
C6 Os1 . 2.238(11) ?
C7 C8 . 1.542(15) ?
C7 H7A . 0.99 ?
C7 H7B . 0.99 ?
C8 C9 . 1.491(16) ?
C8 H8A . 0.99 ?
C8 H8B . 0.99 ?
C9 O1 . 1.397(19) ?
C9 H9A . 0.99 ?
C9 H9B . 0.99 ?
C10 N1 . 1.349(13) ?
C10 C11 . 1.350(15) ?
C10 H10 . 0.95 ?
C11 C12 . 1.398(17) ?
C11 H11 . 0.95 ?
C12 C13 . 1.388(16) ?
C12 H12 . 0.95 ?
C13 C14 . 1.391(16) ?
C13 H13 . 0.95 ?
C14 N1 . 1.361(13) ?
C14 C15 . 1.436(15) ?
C15 N2 . 1.284(14) ?
C15 H15 . 0.95 ?
C16 C17 . 1.375(14) ?
C16 C21 . 1.377(14) ?
C16 N2 . 1.446(14) ?
C17 C18 . 1.376(16) ?
C17 H17 . 0.95 ?
C18 C19 . 1.374(17) ?
C18 H18 . 0.95 ?
C19 C20 . 1.363(16) ?
C19 H19 . 0.95 ?
C20 C21 . 1.373(16) ?
C20 H20 . 0.95 ?
C21 H21 . 0.95 ?
Cl1 Os1 . 2.388(2) ?
F1 P1 . 1.513(10) ?
F2 P1 . 1.544(10) ?
F3 P1 . 1.569(8) ?
F4 P1 . 1.559(11) ?
F5 P1 . 1.640(12) ?
F6 P1 . 1.572(8) ?
N1 Os1 . 2.082(8) ?
N2 Os1 . 2.092(7) ?
O1 H1O . 0.86(11) ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
C6 C1 C2 . . 121.3(10) ?
C6 C1 Os1 . . 72.8(6) ?
C2 C1 Os1 . . 69.7(5) ?
C6 C1 H1 . . 119.4 ?
C2 C1 H1 . . 119.4 ?
Os1 C1 H1 . . 131.0 ?
C3 C2 C1 . . 120.2(9) ?
C3 C2 Os1 . . 71.7(6) ?
C1 C2 Os1 . . 72.3(5) ?
C3 C2 H2 . . 119.9 ?
C1 C2 H2 . . 119.9 ?
Os1 C2 H2 . . 128.3 ?
C2 C3 C4 . . 119.6(9) ?
C2 C3 Os1 . . 70.8(6) ?
C4 C3 Os1 . . 71.8(6) ?
C2 C3 H3 . . 120.2 ?
C4 C3 H3 . . 120.2 ?
Os1 C3 H3 . . 129.6 ?
C5 C4 C3 . . 120.3(10) ?
C5 C4 Os1 . . 71.7(6) ?
C3 C4 Os1 . . 70.4(6) ?
C5 C4 H4 . . 119.9 ?
C3 C4 H4 . . 119.9 ?
Os1 C4 H4 . . 130.8 ?
C4 C5 C6 . . 120.9(10) ?
C4 C5 Os1 . . 71.2(6) ?
C6 C5 Os1 . . 72.2(6) ?
C4 C5 H5 . . 119.5 ?
C6 C5 H5 . . 119.5 ?
Os1 C5 H5 . . 129.5 ?
C1 C6 C5 . . 117.7(9) ?
C1 C6 C7 . . 121.7(10) ?
C5 C6 C7 . . 120.5(10) ?
C1 C6 Os1 . . 70.3(6) ?
C5 C6 Os1 . . 69.9(6) ?
C7 C6 Os1 . . 128.4(8) ?
C6 C7 C8 . . 110.2(10) ?
C6 C7 H7A . . 109.6 ?
C8 C7 H7A . . 109.6 ?
C6 C7 H7B . . 109.6 ?
C8 C7 H7B . . 109.6 ?
H7A C7 H7B . . 108.1 ?
C9 C8 C7 . . 111.1(10) ?
C9 C8 H8A . . 109.4 ?
C7 C8 H8A . . 109.4 ?
C9 C8 H8B . . 109.4 ?
C7 C8 H8B . . 109.4 ?
H8A C8 H8B . . 108.0 ?
O1 C9 C8 . . 116.0(12) ?
O1 C9 H9A . . 108.3 ?
C8 C9 H9A . . 108.3 ?
O1 C9 H9B . . 108.3 ?
C8 C9 H9B . . 108.3 ?
H9A C9 H9B . . 107.4 ?
N1 C10 C11 . . 122.5(11) ?
N1 C10 H10 . . 118.8 ?
C11 C10 H10 . . 118.8 ?
C10 C11 C12 . . 120.7(10) ?
C10 C11 H11 . . 119.7 ?
C12 C11 H11 . . 119.7 ?
C13 C12 C11 . . 118.1(9) ?
C13 C12 H12 . . 120.9 ?
C11 C12 H12 . . 120.9 ?
C12 C13 C14 . . 118.2(10) ?
C12 C13 H13 . . 120.9 ?
C14 C13 H13 . . 120.9 ?
N1 C14 C13 . . 123.0(10) ?
N1 C14 C15 . . 113.6(9) ?
C13 C14 C15 . . 123.4(10) ?
N2 C15 C14 . . 117.3(9) ?
N2 C15 H15 . . 121.3 ?
C14 C15 H15 . . 121.3 ?
C17 C16 C21 . . 121.1(10) ?
C17 C16 N2 . . 119.5(9) ?
C21 C16 N2 . . 119.4(9) ?
C16 C17 C18 . . 119.0(10) ?
C16 C17 H17 . . 120.5 ?
C18 C17 H17 . . 120.5 ?
C19 C18 C17 . . 120.0(11) ?
C19 C18 H18 . . 120.0 ?
C17 C18 H18 . . 120.0 ?
C20 C19 C18 . . 120.7(11) ?
C20 C19 H19 . . 119.7 ?
C18 C19 H19 . . 119.7 ?
C19 C20 C21 . . 120.1(11) ?
C19 C20 H20 . . 119.9 ?
C21 C20 H20 . . 119.9 ?
C20 C21 C16 . . 119.1(11) ?
C20 C21 H21 . . 120.4 ?
C16 C21 H21 . . 120.4 ?
C10 N1 C14 . . 117.5(9) ?
C10 N1 Os1 . . 126.3(7) ?
C14 N1 Os1 . . 116.1(7) ?
C15 N2 C16 . . 118.3(8) ?
C15 N2 Os1 . . 116.8(7) ?
C16 N2 Os1 . . 124.6(7) ?
C9 O1 H1O . . 135.(8) ?
N1 Os1 N2 . . 76.1(4) ?
N1 Os1 C2 . . 118.8(4) ?
N2 Os1 C2 . . 94.7(4) ?
N1 Os1 C3 . . 95.0(4) ?
N2 Os1 C3 . . 118.6(4) ?
C2 Os1 C3 . . 37.5(4) ?
N1 Os1 C4 . . 97.2(4) ?
N2 Os1 C4 . . 155.8(3) ?
C2 Os1 C4 . . 67.8(4) ?
C3 Os1 C4 . . 37.9(4) ?
N1 Os1 C1 . . 156.1(3) ?
N2 Os1 C1 . . 97.1(4) ?
C2 Os1 C1 . . 38.0(3) ?
C3 Os1 C1 . . 67.8(4) ?
C4 Os1 C1 . . 79.5(4) ?
N1 Os1 C5 . . 123.1(4) ?
N2 Os1 C5 . . 160.3(4) ?
C2 Os1 C5 . . 80.2(4) ?
C3 Os1 C5 . . 67.8(4) ?
C4 Os1 C5 . . 37.1(4) ?
C1 Os1 C5 . . 67.1(4) ?
N1 Os1 C6 . . 160.7(4) ?
N2 Os1 C6 . . 122.5(4) ?
C2 Os1 C6 . . 68.1(4) ?
C3 Os1 C6 . . 80.6(4) ?
C4 Os1 C6 . . 67.8(4) ?
C1 Os1 C6 . . 36.9(4) ?
C5 Os1 C6 . . 37.9(4) ?
N1 Os1 Cl1 . . 83.4(2) ?
N2 Os1 Cl1 . . 87.4(2) ?
C2 Os1 Cl1 . . 157.6(3) ?
C3 Os1 Cl1 . . 152.9(3) ?
C4 Os1 Cl1 . . 115.3(3) ?
C1 Os1 Cl1 . . 119.5(2) ?
C5 Os1 Cl1 . . 90.4(3) ?
C6 Os1 Cl1 . . 92.0(3) ?
F1 P1 F2 . . 99.7(10) ?
F1 P1 F4 . . 169.6(10) ?
F2 P1 F4 . . 90.6(8) ?
F1 P1 F3 . . 90.0(6) ?
F2 P1 F3 . . 91.3(5) ?
F4 P1 F3 . . 89.5(6) ?
F1 P1 F6 . . 88.8(6) ?
F2 P1 F6 . . 88.2(5) ?
F4 P1 F6 . . 91.8(7) ?
F3 P1 F6 . . 178.6(7) ?
F1 P1 F5 . . 85.2(9) ?
F2 P1 F5 . . 174.9(8) ?
F4 P1 F5 . . 84.4(7) ?
F3 P1 F5 . . 89.9(5) ?
F6 P1 F5 . . 90.7(6) ?

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_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion
_geom_torsion_publ_flag
C6 C1 C2 C3 . . . . -1.9(15) ?
Os1 C1 C2 C3 . . . . -55.5(9) ?
C6 C1 C2 Os1 . . . . 53.6(9) ?
C1 C2 C3 C4 . . . . 1.1(16) ?
Os1 C2 C3 C4 . . . . -54.6(9) ?
C1 C2 C3 Os1 . . . . 55.7(9) ?
C2 C3 C4 C5 . . . . 0.7(16) ?
Os1 C3 C4 C5 . . . . -53.5(9) ?
C2 C3 C4 Os1 . . . . 54.2(9) ?
C3 C4 C5 C6 . . . . -1.6(15) ?
Os1 C4 C5 C6 . . . . -54.6(9) ?
C3 C4 C5 Os1 . . . . 52.9(9) ?
C2 C1 C6 C5 . . . . 0.9(15) ?
Os1 C1 C6 C5 . . . . 53.1(8) ?
C2 C1 C6 C7 . . . . -175.8(10) ?
Os1 C1 C6 C7 . . . . -123.6(10) ?
C2 C1 C6 Os1 . . . . -52.2(9) ?
C4 C5 C6 C1 . . . . 0.9(15) ?
Os1 C5 C6 C1 . . . . -53.3(8) ?
C4 C5 C6 C7 . . . . 177.6(10) ?
Os1 C5 C6 C7 . . . . 123.5(10) ?
C4 C5 C6 Os1 . . . . 54.1(9) ?
C1 C6 C7 C8 . . . . -107.5(12) ?
C5 C6 C7 C8 . . . . 75.9(13) ?
Os1 C6 C7 C8 . . . . 163.5(8) ?
C6 C7 C8 C9 . . . . -179.3(11) ?
C7 C8 C9 O1 . . . . 59.3(15) ?
N1 C10 C11 C12 . . . . -1.2(17) ?
C10 C11 C12 C13 . . . . -0.2(16) ?
C11 C12 C13 C14 . . . . 0.5(16) ?
C12 C13 C14 N1 . . . . 0.5(16) ?
C12 C13 C14 C15 . . . . -179.3(10) ?
N1 C14 C15 N2 . . . . -0.7(13) ?
C13 C14 C15 N2 . . . . 179.1(10) ?
C21 C16 C17 C18 . . . . -1.6(16) ?
N2 C16 C17 C18 . . . . 178.4(9) ?
C16 C17 C18 C19 . . . . 0.5(17) ?
C17 C18 C19 C20 . . . . 0.5(18) ?
C18 C19 C20 C21 . . . . -0.6(19) ?
C19 C20 C21 C16 . . . . -0.4(17) ?
C17 C16 C21 C20 . . . . 1.5(17) ?
N2 C16 C21 C20 . . . . -178.5(10) ?
C11 C10 N1 C14 . . . . 2.1(16) ?
C11 C10 N1 Os1 . . . . 179.5(8) ?
C13 C14 N1 C10 . . . . -1.8(15) ?
C15 C14 N1 C10 . . . . 178.0(9) ?
C13 C14 N1 Os1 . . . . -179.5(8) ?
C15 C14 N1 Os1 . . . . 0.4(11) ?
C14 C15 N2 C16 . . . . 175.8(8) ?
C14 C15 N2 Os1 . . . . 0.8(12) ?
C17 C16 N2 C15 . . . . -48.9(13) ?
C21 C16 N2 C15 . . . . 131.1(10) ?
C17 C16 N2 Os1 . . . . 125.7(9) ?
C21 C16 N2 Os1 . . . . -54.3(12) ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_publ_flag
C10 H10 Cl1 4_556 0.95 2.61 3.525(11) 161.3 ?
C13 H13 F2 3_646 0.95 2.54 3.364(16) 144.5 ?
C15 H15 F6 3_646 0.95 2.37 3.274(14) 159.8 ?


####################################################################### 
# 
# 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_3C_03141
_database_code_depnum_ccdc_archive 'CCDC 2027003'
loop_
_audit_author_name
_audit_author_address
'Josefina Perles'
;Universidad Autonoma de Madrid
Spain
;
_audit_update_record             
;
2020-09-02 deposited with the CCDC.	2021-06-10 downloaded from the CCDC.
;
_chemical_name_systematic        ?
_chemical_name_common            SIT_56C_150K
_chemical_formula_moiety         ?
_chemical_formula_sum            'C23 H27 F6 N2 O3 Os P'
_chemical_formula_iupac          ?
_chemical_formula_weight         714.63

_chemical_melting_point          ?

_space_group_crystal_system      monoclinic
_space_group_name_H-M_alt        'P 1 21/n 1'
_space_group_name_Hall           '-P 2yn'
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                   14.5072(3)
_cell_length_b                   11.0750(2)
_cell_length_c                   15.5411(3)
_cell_angle_alpha                90
_cell_angle_beta                 104.4256(7)
_cell_angle_gamma                90
_cell_volume                     2418.22(8)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    8183
_cell_measurement_theta_min      2.3416
_cell_measurement_theta_max      25.9827
_cell_measurement_temperature    150.(2)

_exptl_crystal_description       prismatic
_exptl_crystal_colour            'clear light brown'
_exptl_crystal_size_max          0.262
_exptl_crystal_size_mid          0.134
_exptl_crystal_size_min          0.072
_exptl_crystal_density_diffrn    1.963
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1392

_exptl_absorpt_coefficient_mu    5.415
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   sadabs
_exptl_absorpt_correction_T_min  0.47
_exptl_absorpt_correction_T_max  0.70

_exptl_special_details           
;
;

_diffrn_ambient_temperature      150.(2)

_diffrn_source                   ?
_diffrn_source_type              ?

_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_monochromator  ?

_diffrn_measurement_device_type  'Brukar Kappa Apex II'
_diffrn_measurement_method       'φ and ω scans'

_diffrn_detector_area_resol_mean 8.3333

_diffrn_reflns_number            34999
_diffrn_reflns_av_R_equivalents  0.0607
_diffrn_reflns_av_unetI/netI     0.0377
_diffrn_reflns_theta_min         2.88
_diffrn_reflns_theta_max         25.35
_diffrn_reflns_theta_full        25.35
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       18

_refine_special_details          
;
;

_reflns_number_total             4418
_reflns_number_gt                3806
_reflns_threshold_expression     'I > 2σ(I)'

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_R_factor_all          0.0318
_refine_ls_R_factor_gt           0.0245
_refine_ls_wR_factor_gt          0.0524
_refine_ls_wR_factor_ref         0.0550
_refine_ls_goodness_of_fit_ref   1.019
_refine_ls_restrained_S_all      1.019
_refine_ls_number_reflns         4418
_refine_ls_number_parameters     323
_refine_ls_number_restraints     0
_refine_ls_number_constraints    ?
_refine_ls_hydrogen_treatment    constr
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0218P)²+2.2067P] where P=(Fo²+2Fc²)/3'

_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?

_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         0.855
_refine_diff_density_min         -0.651
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?

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'
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'
Os Os -1.2165 7.6030 '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'

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_computing_structure_refinement  'SHELXL-2014 (Sheldrick 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_refinement_flags_posn
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C C1 0.3627(3) 0.2747(4) 0.1011(2) 0.0229(9) Uani d . . . 1 . .
H H1 0.3426 0.3566 0.0968 0.028 Uiso calc U . R 1 . .
C C2 0.3163(3) 0.1892(4) 0.1437(3) 0.0269(10) Uani d . . . 1 . .
H H2 0.2682 0.2153 0.1712 0.032 Uiso calc U . R 1 . .
C C3 0.3407(3) 0.0665(4) 0.1458(3) 0.0309(11) Uani d . . . 1 . .
H H3 0.3064 0.0085 0.1705 0.037 Uiso calc U . R 1 . .
C C4 0.4172(3) 0.0310(4) 0.1104(3) 0.0319(11) Uani d . . . 1 . .
H H4 0.4357 -0.0515 0.1133 0.038 Uiso calc U . R 1 . .
C C5 0.4671(3) 0.1154(4) 0.0706(2) 0.0288(10) Uani d . . . 1 . .
H H5 0.519 0.0901 0.0479 0.035 Uiso calc U . R 1 . .
C C6 0.4386(3) 0.2387(4) 0.0649(2) 0.0251(9) Uani d . . . 1 . .
C C7 0.4965(3) 0.3316(4) 0.0306(3) 0.0327(11) Uani d . . . 1 . .
H H7A 0.4635 0.4105 0.0262 0.039 Uiso calc U . R 1 . .
H H7B 0.5002 0.3083 -0.03 0.039 Uiso calc U . R 1 . .
C C8 0.5983(3) 0.3458(4) 0.0900(3) 0.0317(11) Uani d . . . 1 . .
H H8A 0.6337 0.2698 0.0881 0.038 Uiso calc U . R 1 . .
H H8B 0.6311 0.4107 0.0654 0.038 Uiso calc U . R 1 . .
C C9 0.6019(3) 0.3755(4) 0.1863(3) 0.0299(10) Uani d . . . 1 . .
H H9A 0.6639 0.4139 0.2136 0.036 Uiso calc U . R 1 . .
H H9B 0.5514 0.4352 0.1875 0.036 Uiso calc U . R 1 . .
C C10 0.4062(3) 0.3503(3) 0.3340(3) 0.0248(9) Uani d . . . 1 . .
H H10 0.3699 0.3906 0.2827 0.03 Uiso calc U . R 1 . .
C C11 0.4074(3) 0.3964(4) 0.4179(3) 0.0304(10) Uani d . . . 1 . .
H H11 0.3714 0.4665 0.423 0.037 Uiso calc U . R 1 . .
C C12 0.4597(3) 0.3413(4) 0.4923(3) 0.0312(11) Uani d . . . 1 . .
H H12 0.4604 0.3724 0.5494 0.037 Uiso calc U . R 1 . .
C C13 0.5129(3) 0.2380(4) 0.4837(3) 0.0244(9) Uani d . . . 1 . .
C C14 0.5079(3) 0.1972(3) 0.3983(3) 0.0207(9) Uani d . . . 1 . .
C C15 0.5704(3) 0.1725(4) 0.5577(3) 0.0310(11) Uani d . . . 1 . .
H H15 0.5741 0.199 0.6166 0.037 Uiso calc U . R 1 . .
C C16 0.6190(3) 0.0733(4) 0.5439(3) 0.0309(11) Uani d . . . 1 . .
H H16 0.6571 0.0317 0.5937 0.037 Uiso calc U . R 1 . .
C C17 0.6150(3) 0.0290(4) 0.4563(3) 0.0258(9) Uani d . . . 1 . .
C C18 0.5596(3) 0.0924(3) 0.3843(3) 0.0216(9) Uani d . . . 1 . .
C C19 0.6610(3) -0.0746(4) 0.4374(3) 0.0317(11) Uani d . . . 1 . .
H H19 0.6985 -0.1217 0.4843 0.038 Uiso calc U . R 1 . .
C C20 0.6518(3) -0.1078(4) 0.3509(3) 0.0300(10) Uani d . . . 1 . .
H H20 0.6833 -0.178 0.3376 0.036 Uiso calc U . R 1 . .
C C21 0.5963(3) -0.0389(4) 0.2823(3) 0.0257(9) Uani d . . . 1 . .
H H21 0.591 -0.0628 0.2226 0.031 Uiso calc U . R 1 . .
N N1 0.4545(2) 0.2518(3) 0.3238(2) 0.0186(7) Uani d . . . 1 . .
N N2 0.5502(2) 0.0600(3) 0.29803(19) 0.0203(7) Uani d . . . 1 . .
O O1 0.59033(19) 0.2771(2) 0.23765(17) 0.0261(6) Uani d . . . 1 . .
Os Os1 0.46740(2) 0.17700(2) 0.20343(2) 0.01768(6) Uani d . . . 1 . .
P P1 0.35562(8) 0.68619(10) 0.18116(7) 0.0271(3) Uani d . . . 1 . .
F F1 0.3820(2) 0.5708(2) 0.13085(19) 0.0565(8) Uani d . . . 1 . .
F F2 0.2514(2) 0.6333(3) 0.1707(2) 0.0636(9) Uani d . . . 1 . .
F F3 0.32725(19) 0.8017(2) 0.23063(15) 0.0365(6) Uani d . . . 1 . .
F F4 0.45766(19) 0.7419(3) 0.1904(2) 0.0608(9) Uani d . . . 1 . .
F F5 0.3195(2) 0.7535(2) 0.08876(16) 0.0502(8) Uani d . . . 1 . .
F F6 0.3894(3) 0.6207(3) 0.27418(18) 0.0683(10) Uani d . . . 1 . .
C C22 0.7185(4) 0.4815(5) 0.4142(3) 0.0534(10) Uani d . . . 1 . .
H H22A 0.7247 0.4065 0.4487 0.08 Uiso calc U . R 1 . .
H H22B 0.6593 0.4795 0.3671 0.08 Uiso calc U . R 1 . .
H H22C 0.7173 0.5504 0.4535 0.08 Uiso calc U . R 1 . .
O O2 0.7969(3) 0.4930(4) 0.3759(2) 0.0556(10) Uani d . . . 1 . .
H H2O 0.7824 0.5395 0.3319 0.083 Uiso calc U . R 1 . .
C C23 0.6876(4) 0.6767(5) 0.1625(3) 0.0534(10) Uani d . . . 1 . .
H H23A 0.6246 0.6454 0.1629 0.08 Uiso calc U . R 1 . .
H H23B 0.7137 0.63 0.1205 0.08 Uiso calc U . R 1 . .
H H23C 0.6822 0.7617 0.1443 0.08 Uiso calc U . R 1 . .
O O3W 0.7491(2) 0.6668(3) 0.2489(2) 0.0438(8) Uani d . . . 1 . .
H H3O 0.8008 0.7017 0.2502 0.066 Uiso calc U . R 1 . .


_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_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
C1 C6 . 1.413(6) ?
C1 C2 . 1.418(6) ?
C1 Os1 . 2.192(4) ?
C1 H1 . 0.95 ?
C2 C3 . 1.402(6) ?
C2 Os1 . 2.161(4) ?
C2 H2 . 0.95 ?
C3 C4 . 1.412(6) ?
C3 Os1 . 2.205(4) ?
C3 H3 . 0.95 ?
C4 C5 . 1.415(6) ?
C4 Os1 . 2.171(4) ?
C4 H4 . 0.95 ?
C5 C6 . 1.423(6) ?
C5 Os1 . 2.173(4) ?
C5 H5 . 0.95 ?
C6 C7 . 1.507(6) ?
C6 Os1 . 2.198(4) ?
C7 C8 . 1.544(6) ?
C7 H7A . 0.99 ?
C7 H7B . 0.99 ?
C8 C9 . 1.521(6) ?
C8 H8A . 0.99 ?
C8 H8B . 0.99 ?
C9 O1 . 1.385(5) ?
C9 H9A . 0.99 ?
C9 H9B . 0.99 ?
C10 N1 . 1.326(5) ?
C10 C11 . 1.396(6) ?
C10 H10 . 0.95 ?
C11 C12 . 1.359(6) ?
C11 H11 . 0.95 ?
C12 C13 . 1.405(6) ?
C12 H12 . 0.95 ?
C13 C14 . 1.386(5) ?
C13 C15 . 1.438(6) ?
C14 N1 . 1.364(5) ?
C14 C18 . 1.428(5) ?
C15 C16 . 1.352(6) ?
C15 H15 . 0.95 ?
C16 C17 . 1.435(6) ?
C16 H16 . 0.95 ?
C17 C18 . 1.394(5) ?
C17 C19 . 1.395(6) ?
C18 N2 . 1.361(5) ?
C19 C20 . 1.369(6) ?
C19 H19 . 0.95 ?
C20 C21 . 1.393(5) ?
C20 H20 . 0.95 ?
C21 N2 . 1.337(5) ?
C21 H21 . 0.95 ?
N1 Os1 . 2.097(3) ?
N2 Os1 . 2.098(3) ?
O1 Os1 . 2.054(3) ?
P1 F4 . 1.577(3) ?
P1 F6 . 1.582(3) ?
P1 F5 . 1.587(3) ?
P1 F2 . 1.592(3) ?
P1 F1 . 1.594(3) ?
P1 F3 . 1.599(2) ?
C22 O2 . 1.416(6) ?
C22 H22A . 0.98 ?
C22 H22B . 0.98 ?
C22 H22C . 0.98 ?
O2 H2O . 0.84 ?
C23 O3W . 1.420(6) ?
C23 H23A . 0.98 ?
C23 H23B . 0.98 ?
C23 H23C . 0.98 ?
O3W H3O . 0.84 ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
C6 C1 C2 . . 120.3(4) ?
C6 C1 Os1 . . 71.5(2) ?
C2 C1 Os1 . . 69.8(2) ?
C6 C1 H1 . . 119.8 ?
C2 C1 H1 . . 119.8 ?
Os1 C1 H1 . . 131.8 ?
C3 C2 C1 . . 120.8(4) ?
C3 C2 Os1 . . 73.0(2) ?
C1 C2 Os1 . . 72.2(2) ?
C3 C2 H2 . . 119.6 ?
C1 C2 H2 . . 119.6 ?
Os1 C2 H2 . . 127.3 ?
C2 C3 C4 . . 118.6(4) ?
C2 C3 Os1 . . 69.6(2) ?
C4 C3 Os1 . . 69.9(2) ?
C2 C3 H3 . . 120.7 ?
C4 C3 H3 . . 120.7 ?
Os1 C3 H3 . . 132.7 ?
C3 C4 C5 . . 121.6(4) ?
C3 C4 Os1 . . 72.5(2) ?
C5 C4 Os1 . . 71.1(2) ?
C3 C4 H4 . . 119.2 ?
C5 C4 H4 . . 119.2 ?
Os1 C4 H4 . . 129.8 ?
C4 C5 C6 . . 119.3(4) ?
C4 C5 Os1 . . 70.9(2) ?
C6 C5 Os1 . . 71.9(2) ?
C4 C5 H5 . . 120.4 ?
C6 C5 H5 . . 120.4 ?
Os1 C5 H5 . . 129.1 ?
C1 C6 C5 . . 119.3(4) ?
C1 C6 C7 . . 120.4(4) ?
C5 C6 C7 . . 119.9(4) ?
C1 C6 Os1 . . 71.0(2) ?
C5 C6 Os1 . . 70.1(2) ?
C7 C6 Os1 . . 124.9(3) ?
C6 C7 C8 . . 113.1(3) ?
C6 C7 H7A . . 109.0 ?
C8 C7 H7A . . 109.0 ?
C6 C7 H7B . . 109.0 ?
C8 C7 H7B . . 109.0 ?
H7A C7 H7B . . 107.8 ?
C9 C8 C7 . . 113.8(4) ?
C9 C8 H8A . . 108.8 ?
C7 C8 H8A . . 108.8 ?
C9 C8 H8B . . 108.8 ?
C7 C8 H8B . . 108.8 ?
H8A C8 H8B . . 107.7 ?
O1 C9 C8 . . 114.7(4) ?
O1 C9 H9A . . 108.6 ?
C8 C9 H9A . . 108.6 ?
O1 C9 H9B . . 108.6 ?
C8 C9 H9B . . 108.6 ?
H9A C9 H9B . . 107.6 ?
N1 C10 C11 . . 121.9(4) ?
N1 C10 H10 . . 119.1 ?
C11 C10 H10 . . 119.1 ?
C12 C11 C10 . . 120.3(4) ?
C12 C11 H11 . . 119.8 ?
C10 C11 H11 . . 119.8 ?
C11 C12 C13 . . 119.2(4) ?
C11 C12 H12 . . 120.4 ?
C13 C12 H12 . . 120.4 ?
C14 C13 C12 . . 117.2(4) ?
C14 C13 C15 . . 118.9(4) ?
C12 C13 C15 . . 123.9(4) ?
N1 C14 C13 . . 123.4(4) ?
N1 C14 C18 . . 116.1(3) ?
C13 C14 C18 . . 120.5(3) ?
C16 C15 C13 . . 120.3(4) ?
C16 C15 H15 . . 119.8 ?
C13 C15 H15 . . 119.8 ?
C15 C16 C17 . . 121.9(4) ?
C15 C16 H16 . . 119.0 ?
C17 C16 H16 . . 119.0 ?
C18 C17 C19 . . 117.1(4) ?
C18 C17 C16 . . 118.0(4) ?
C19 C17 C16 . . 124.9(4) ?
N2 C18 C17 . . 123.7(4) ?
N2 C18 C14 . . 115.9(3) ?
C17 C18 C14 . . 120.4(4) ?
C20 C19 C17 . . 119.6(4) ?
C20 C19 H19 . . 120.2 ?
C17 C19 H19 . . 120.2 ?
C19 C20 C21 . . 120.0(4) ?
C19 C20 H20 . . 120.0 ?
C21 C20 H20 . . 120.0 ?
N2 C21 C20 . . 122.0(4) ?
N2 C21 H21 . . 119.0 ?
C20 C21 H21 . . 119.0 ?
C10 N1 C14 . . 118.0(3) ?
C10 N1 Os1 . . 126.7(3) ?
C14 N1 Os1 . . 115.1(2) ?
C21 N2 C18 . . 117.6(3) ?
C21 N2 Os1 . . 127.1(3) ?
C18 N2 Os1 . . 115.3(2) ?
C9 O1 Os1 . . 119.8(2) ?
O1 Os1 N1 . . 79.65(11) ?
O1 Os1 N2 . . 80.99(11) ?
N1 Os1 N2 . . 77.39(12) ?
O1 Os1 C2 . . 143.10(13) ?
N1 Os1 C2 . . 93.00(14) ?
N2 Os1 C2 . . 132.99(14) ?
O1 Os1 C4 . . 134.42(15) ?
N1 Os1 C4 . . 143.06(15) ?
N2 Os1 C4 . . 92.59(14) ?
C2 Os1 C4 . . 67.94(17) ?
O1 Os1 C5 . . 102.21(14) ?
N1 Os1 C5 . . 172.82(14) ?
N2 Os1 C5 . . 109.71(14) ?
C2 Os1 C5 . . 81.34(16) ?
C4 Os1 C5 . . 38.03(16) ?
O1 Os1 C1 . . 108.75(13) ?
N1 Os1 C1 . . 104.64(13) ?
N2 Os1 C1 . . 170.23(14) ?
C2 Os1 C1 . . 38.01(14) ?
C4 Os1 C1 . . 80.07(15) ?
C5 Os1 C1 . . 68.18(15) ?
O1 Os1 C6 . . 91.53(13) ?
N1 Os1 C6 . . 135.55(14) ?
N2 Os1 C6 . . 144.53(14) ?
C2 Os1 C6 . . 68.57(15) ?
C4 Os1 C6 . . 68.20(15) ?
C5 Os1 C6 . . 37.99(15) ?
C1 Os1 C6 . . 37.55(15) ?
O1 Os1 C3 . . 170.80(14) ?
N1 Os1 C3 . . 109.35(15) ?
N2 Os1 C3 . . 102.45(14) ?
C2 Os1 C3 . . 37.46(15) ?
C4 Os1 C3 . . 37.66(17) ?
C5 Os1 C3 . . 68.62(17) ?
C1 Os1 C3 . . 67.80(15) ?
C6 Os1 C3 . . 80.72(15) ?
F4 P1 F6 . . 91.46(19) ?
F4 P1 F5 . . 89.40(17) ?
F6 P1 F5 . . 178.48(19) ?
F4 P1 F2 . . 178.5(2) ?
F6 P1 F2 . . 89.71(19) ?
F5 P1 F2 . . 89.41(18) ?
F4 P1 F1 . . 91.37(17) ?
F6 P1 F1 . . 91.32(16) ?
F5 P1 F1 . . 89.92(16) ?
F2 P1 F1 . . 89.59(16) ?
F4 P1 F3 . . 89.48(16) ?
F6 P1 F3 . . 89.18(15) ?
F5 P1 F3 . . 89.57(14) ?
F2 P1 F3 . . 89.55(16) ?
F1 P1 F3 . . 179.01(18) ?
O2 C22 H22A . . 109.5 ?
O2 C22 H22B . . 109.5 ?
H22A C22 H22B . . 109.5 ?
O2 C22 H22C . . 109.5 ?
H22A C22 H22C . . 109.5 ?
H22B C22 H22C . . 109.5 ?
C22 O2 H2O . . 109.5 ?
O3W C23 H23A . . 109.5 ?
O3W C23 H23B . . 109.5 ?
H23A C23 H23B . . 109.5 ?
O3W C23 H23C . . 109.5 ?
H23A C23 H23C . . 109.5 ?
H23B C23 H23C . . 109.5 ?
C23 O3W H3O . . 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_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion
_geom_torsion_publ_flag
C6 C1 C2 C3 . . . . -4.1(6) ?
Os1 C1 C2 C3 . . . . -56.6(3) ?
C6 C1 C2 Os1 . . . . 52.6(3) ?
C1 C2 C3 C4 . . . . 4.7(6) ?
Os1 C2 C3 C4 . . . . -51.6(3) ?
C1 C2 C3 Os1 . . . . 56.3(3) ?
C2 C3 C4 C5 . . . . -2.2(6) ?
Os1 C3 C4 C5 . . . . -53.6(3) ?
C2 C3 C4 Os1 . . . . 51.5(3) ?
C3 C4 C5 C6 . . . . -0.9(6) ?
Os1 C4 C5 C6 . . . . -55.2(3) ?
C3 C4 C5 Os1 . . . . 54.3(3) ?
C2 C1 C6 C5 . . . . 0.9(5) ?
Os1 C1 C6 C5 . . . . 52.7(3) ?
C2 C1 C6 C7 . . . . -171.8(3) ?
Os1 C1 C6 C7 . . . . -120.0(3) ?
C2 C1 C6 Os1 . . . . -51.8(3) ?
C4 C5 C6 C1 . . . . 1.6(5) ?
Os1 C5 C6 C1 . . . . -53.1(3) ?
C4 C5 C6 C7 . . . . 174.3(4) ?
Os1 C5 C6 C7 . . . . 119.6(3) ?
C4 C5 C6 Os1 . . . . 54.7(3) ?
C1 C6 C7 C8 . . . . 109.1(4) ?
C5 C6 C7 C8 . . . . -63.6(5) ?
Os1 C6 C7 C8 . . . . 22.0(5) ?
C6 C7 C8 C9 . . . . -55.7(5) ?
C7 C8 C9 O1 . . . . 80.4(5) ?
N1 C10 C11 C12 . . . . 0.8(6) ?
C10 C11 C12 C13 . . . . 0.3(6) ?
C11 C12 C13 C14 . . . . -0.5(6) ?
C11 C12 C13 C15 . . . . -179.8(4) ?
C12 C13 C14 N1 . . . . -0.2(6) ?
C15 C13 C14 N1 . . . . 179.1(4) ?
C12 C13 C14 C18 . . . . -179.7(4) ?
C15 C13 C14 C18 . . . . -0.4(6) ?
C14 C13 C15 C16 . . . . 0.4(6) ?
C12 C13 C15 C16 . . . . 179.6(4) ?
C13 C15 C16 C17 . . . . -0.5(6) ?
C15 C16 C17 C18 . . . . 0.7(6) ?
C15 C16 C17 C19 . . . . -178.0(4) ?
C19 C17 C18 N2 . . . . -1.5(6) ?
C16 C17 C18 N2 . . . . 179.7(4) ?
C19 C17 C18 C14 . . . . 178.1(4) ?
C16 C17 C18 C14 . . . . -0.7(6) ?
N1 C14 C18 N2 . . . . 0.7(5) ?
C13 C14 C18 N2 . . . . -179.8(3) ?
N1 C14 C18 C17 . . . . -178.9(3) ?
C13 C14 C18 C17 . . . . 0.6(6) ?
C18 C17 C19 C20 . . . . 1.3(6) ?
C16 C17 C19 C20 . . . . -180.0(4) ?
C17 C19 C20 C21 . . . . -0.4(6) ?
C19 C20 C21 N2 . . . . -0.5(6) ?
C11 C10 N1 C14 . . . . -1.5(6) ?
C11 C10 N1 Os1 . . . . -175.9(3) ?
C13 C14 N1 C10 . . . . 1.2(6) ?
C18 C14 N1 C10 . . . . -179.3(3) ?
C13 C14 N1 Os1 . . . . 176.3(3) ?
C18 C14 N1 Os1 . . . . -4.2(4) ?
C20 C21 N2 C18 . . . . 0.4(6) ?
C20 C21 N2 Os1 . . . . 177.9(3) ?
C17 C18 N2 C21 . . . . 0.6(6) ?
C14 C18 N2 C21 . . . . -178.9(3) ?
C17 C18 N2 Os1 . . . . -177.2(3) ?
C14 C18 N2 Os1 . . . . 3.2(4) ?
C8 C9 O1 Os1 . . . . -60.1(4) ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_publ_flag
C10 H10 F6 . 0.95 2.57 3.128(5) 117.6 ?
C20 H20 O3W 1_545 0.95 2.53 3.441(6) 160.1 ?
C21 H21 O2 2_645 0.95 2.57 3.235(5) 127.3 ?
O2 H2O O3W . 0.84 1.89 2.720(5) 169.2 ?
C23 H23C O2 2_655 0.98 2.61 3.569(7) 167.0 ?
O3W H3O O1 2_655 0.84 1.75 2.592(4) 175.2 ?


####################################################################### 
# 
# 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_10_02620
_database_code_depnum_ccdc_archive 'CCDC 2027000'
loop_
_audit_author_name
_audit_author_address
'Josefina Perles'
;Universidad Autonoma de Madrid
Spain
;
_audit_update_record             
;
2020-09-02 deposited with the CCDC.	2021-06-10 downloaded from the CCDC.
;
_chemical_name_systematic        ?
_chemical_name_common            SIT_105_150K
_chemical_formula_moiety         ?
_chemical_formula_sum            'C16 H18 Cl N O3.25 Os'
_chemical_formula_iupac          ?
_chemical_formula_weight         501.96
_chemical_absolute_configuration ad

_chemical_melting_point          ?

_space_group_crystal_system      trigonal
_space_group_name_H-M_alt        'P 31 2 1'
_space_group_name_Hall           'P 31 2"'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-y, x-y, z+1/3'
'-x+y, -x, z+2/3'
'y, x, -z'
'x-y, -y, -z+2/3'
'-x, -x+y, -z+1/3'

_cell_length_a                   12.3794(4)
_cell_length_b                   12.3794(4)
_cell_length_c                   17.8331(6)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                120
_cell_volume                     2366.77(17)
_cell_formula_units_Z            6
_cell_measurement_reflns_used    8402
_cell_measurement_theta_min      2.2165
_cell_measurement_theta_max      24.8210
_cell_measurement_temperature    150.(2)

_exptl_crystal_description       needle
_exptl_crystal_colour            'clear intense yellow'
_exptl_crystal_size_max          0.465
_exptl_crystal_size_mid          0.123
_exptl_crystal_size_min          0.080
_exptl_crystal_density_diffrn    2.113
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1440

_exptl_absorpt_coefficient_mu    8.264
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   sadabs
_exptl_absorpt_correction_T_min  0.30
_exptl_absorpt_correction_T_max  0.56

_exptl_special_details           
;
;

_diffrn_ambient_temperature      150.(2)

_diffrn_source                   ?
_diffrn_source_type              ?

_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_monochromator  ?

_diffrn_measurement_device_type  'Bruker Kappa Apex II'
_diffrn_measurement_method       'φ and ω scans'

_diffrn_detector_area_resol_mean 8.3333

_diffrn_reflns_number            27375
_diffrn_reflns_av_R_equivalents  0.0587
_diffrn_reflns_av_unetI/netI     0.0302
_diffrn_reflns_theta_min         2.97
_diffrn_reflns_theta_max         25.32
_diffrn_reflns_theta_full        25.32
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_limit_l_max       21

_refine_special_details          
;
;

_reflns_number_total             2888
_reflns_number_gt                2695
_reflns_threshold_expression     'I > 2σ(I)'

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_R_factor_all          0.0417
_refine_ls_R_factor_gt           0.0364
_refine_ls_wR_factor_gt          0.0992
_refine_ls_wR_factor_ref         0.1032
_refine_ls_goodness_of_fit_ref   1.071
_refine_ls_restrained_S_all      1.070
_refine_ls_number_reflns         2888
_refine_ls_number_parameters     155
_refine_ls_number_restraints     19
_refine_ls_number_constraints    ?
_refine_ls_hydrogen_treatment    constr
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0712P)²+4.7048P] where P=(Fo²+2Fc²)/3'

_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?

_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         0.987
_refine_diff_density_min         -1.076
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_abs_structure_details 
;

Flack x determined using 1076 quotients [(I+)-(I-)]/[(I+)+(I-)]
(Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.014(7)

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'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Os Os -1.2165 7.6030 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_computing_data_collection       'Bruker Instrument Service v2010.9.0.0'
_computing_cell_refinement       'SAINT V8.34A (Bruker AXS Inc., 2013)'
_computing_data_reduction        'SAINT V8.34A (Bruker AXS Inc., 2013)'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_refinement_flags_posn
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C C1 1.0055(13) 0.5948(15) 0.5302(8) 0.040(4) Uani d . . . 1.0 . .
H H1 1.079 0.6358 0.5597 0.048 Uiso calc U . R 1.0 A 2
C C2 0.9462(15) 0.4674(15) 0.5197(8) 0.039(3) Uani d . . . 1.0 . .
H H2 0.9777 0.4211 0.5448 0.047 Uiso calc U . R 1.0 B 2
C C3 0.8420(15) 0.4042(16) 0.4737(7) 0.0382(10) Uani d . . . 1.0 . .
H H3 0.8082 0.3182 0.4627 0.046 Uiso calc U . R 1.0 C 2
C C4 0.7879(15) 0.4722(14) 0.4440(7) 0.0382(10) Uani d . . . 1.0 . .
H H4 0.7105 0.4283 0.4184 0.046 Uiso calc U . R 1.0 D 2
C C5 0.8452(15) 0.6033(15) 0.4511(7) 0.0382(10) Uani d . . . 1.0 . .
H H5 0.8125 0.6495 0.4271 0.046 Uiso calc U . R 1.0 E 2
C C6 0.9563(14) 0.6628(14) 0.4969(7) 0.0382(10) Uani d . . D 1.0 . .
C C7 1.0212(16) 0.8035(14) 0.5077(8) 0.051(4) Uani d . . D 1.0 . .
H H7A 1.0666 0.8277 0.556 0.061 Uiso calc U . R 1.0 . .
H H7B 0.9597 0.8324 0.5073 0.061 Uiso calc U . R 1.0 . .
C C8 1.1150(18) 0.8620(15) 0.4401(9) 0.058(5) Uani d . . D 1.0 . .
H H8A 1.1713 0.8269 0.4379 0.069 Uiso calc U . R 1.0 . .
H H8B 1.0687 0.8435 0.3921 0.069 Uiso calc U . R 1.0 . .
C C9 1.190(3) 1.0031(18) 0.453(2) 0.109(9) Uani d U . D 1.0 . .
H H9A 1.2155 1.0167 0.5064 0.131 Uiso calc U P R 0.73(3) F 1
H H9B 1.2676 1.036 0.423 0.131 Uiso calc U P R 0.73(3) F 1
H H9C 1.1339 1.0382 0.4545 0.131 Uiso calc U P R 0.27(3) F 2
H H9D 1.2353 1.0214 0.5014 0.131 Uiso calc U P R 0.27(3) F 2
C C10 0.7247(19) 0.6490(18) 0.6511(8) 0.050(5) Uani d . . . 1.0 . .
C C11 0.6056(15) 0.5393(15) 0.6238(7) 0.0382(10) Uani d . . . 1.0 . .
C C12 0.4859(14) 0.5203(16) 0.6418(7) 0.0382(10) Uani d . . . 1.0 . .
H H12 0.4776 0.5821 0.6685 0.046 Uiso calc U . R 1.0 . .
C C13 0.3879(15) 0.4176(16) 0.6215(7) 0.0382(10) Uani d . . . 1.0 . .
H H13 0.3073 0.405 0.6323 0.046 Uiso calc U . R 1.0 . .
C C14 0.3998(15) 0.3248(15) 0.5836(7) 0.0382(10) Uani d . . . 1.0 . .
H H14 0.3279 0.2487 0.5697 0.046 Uiso calc U . R 1.0 . .
C C15 0.5172(14) 0.3456(15) 0.5670(7) 0.0382(10) Uani d . . . 1.0 . .
C C16 0.5286(15) 0.2444(15) 0.5285(8) 0.040(3) Uani d . . . 1.0 . .
H H16A 0.5219 0.2513 0.4742 0.06 Uiso calc U . R 1.0 . .
H H16B 0.4617 0.163 0.5456 0.06 Uiso calc U . R 1.0 . .
H H16C 0.6096 0.2526 0.5405 0.06 Uiso calc U . R 1.0 . .
Cl Cl1 0.7853(3) 0.3777(4) 0.66664(16) 0.0376(8) Uani d . . . 1.0 . .
N N1 0.6202(12) 0.4546(13) 0.5837(6) 0.0382(10) Uani d . . . 1.0 . .
O O1A 1.139(3) 1.072(3) 0.438(2) 0.156(12) Uani d U P D 0.73(3) F 1
H H1OA 1.1184 1.0631 0.3925 0.187 Uiso calc U P R 0.73(3) F 1
O O1B 1.269(8) 1.052(7) 0.398(5) 0.156(12) Uani d U P D 0.27(3) F 2
H H1OB 1.2299 1.0377 0.3574 0.187 Uiso calc U P R 0.27(3) F 2
O O2 0.8244(12) 0.6417(11) 0.6386(6) 0.053(3) Uani d . . . 1.0 G 2
O O3 0.7199(17) 0.7319(16) 0.6842(10) 0.093(6) Uani d . . . 1.0 H 2
Os Os1 0.81142(5) 0.51074(5) 0.56246(3) 0.02946(19) Uani d . . . 1.0 G 2
O O4W 0.955(3) 0 0.3333 0.097(18) Uani d T P S 0.5 I 3


_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_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
C1 C2 . 1.38(2) ?
C1 C6 . 1.39(2) ?
C1 Os1 . 2.165(14) ?
C1 H1 . 0.95 ?
C2 C3 . 1.39(2) ?
C2 Os1 . 2.133(14) ?
C2 H2 . 0.95 ?
C3 C4 . 1.41(2) ?
C3 Os1 . 2.210(15) ?
C3 H3 . 0.95 ?
C4 C5 . 1.42(2) ?
C4 Os1 . 2.153(13) ?
C4 H4 . 0.95 ?
C5 C6 . 1.45(2) ?
C5 Os1 . 2.226(13) ?
C5 H5 . 0.95 ?
C6 C7 . 1.523(18) ?
C6 Os1 . 2.180(14) ?
C7 C8 . 1.577(18) ?
C7 H7A . 0.99 ?
C7 H7B . 0.99 ?
C8 C9 . 1.53(2) ?
C8 H8A . 0.99 ?
C8 H8B . 0.99 ?
C9 O1B . 1.30(3) ?
C9 O1A . 1.31(2) ?
C9 H9A . 0.99 ?
C9 H9B . 0.99 ?
C9 H9C . 0.99 ?
C9 H9D . 0.99 ?
C10 O3 . 1.21(2) ?
C10 O2 . 1.30(2) ?
C10 C11 . 1.50(3) ?
C11 N1 . 1.35(2) ?
C11 C12 . 1.42(2) ?
C12 C13 . 1.29(2) ?
C12 H12 . 0.95 ?
C13 C14 . 1.40(2) ?
C13 H13 . 0.95 ?
C14 C15 . 1.38(2) ?
C14 H14 . 0.95 ?
C15 N1 . 1.35(2) ?
C15 C16 . 1.50(2) ?
C16 H16A . 0.98 ?
C16 H16B . 0.98 ?
C16 H16C . 0.98 ?
Cl1 Os1 . 2.395(3) ?
N1 Os1 . 2.141(13) ?
O1A H1OA . 0.84 ?
O1B H1OB . 0.84 ?
O2 Os1 . 2.057(10) ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
C2 C1 C6 . . 119.3(13) ?
C2 C1 Os1 . . 70.0(8) ?
C6 C1 Os1 . . 71.9(9) ?
C2 C1 H1 . . 120.3 ?
C6 C1 H1 . . 120.3 ?
Os1 C1 H1 . . 130.2 ?
C1 C2 C3 . . 122.3(15) ?
C1 C2 Os1 . . 72.5(9) ?
C3 C2 Os1 . . 74.3(9) ?
C1 C2 H2 . . 118.8 ?
C3 C2 H2 . . 118.8 ?
Os1 C2 H2 . . 126.3 ?
C2 C3 C4 . . 117.9(15) ?
C2 C3 Os1 . . 68.3(8) ?
C4 C3 Os1 . . 68.9(8) ?
C2 C3 H3 . . 121.1 ?
C4 C3 H3 . . 121.1 ?
Os1 C3 H3 . . 135.0 ?
C3 C4 C5 . . 122.3(14) ?
C3 C4 Os1 . . 73.3(8) ?
C5 C4 Os1 . . 74.0(8) ?
C3 C4 H4 . . 118.8 ?
C5 C4 H4 . . 118.8 ?
Os1 C4 H4 . . 125.8 ?
C4 C5 C6 . . 115.9(13) ?
C4 C5 Os1 . . 68.4(7) ?
C6 C5 Os1 . . 69.1(7) ?
C4 C5 H5 . . 122.0 ?
C6 C5 H5 . . 122.0 ?
Os1 C5 H5 . . 133.1 ?
C1 C6 C5 . . 121.7(14) ?
C1 C6 C7 . . 119.8(13) ?
C5 C6 C7 . . 118.5(13) ?
C1 C6 Os1 . . 70.7(8) ?
C5 C6 Os1 . . 72.6(8) ?
C7 C6 Os1 . . 131.0(10) ?
C6 C7 C8 . . 105.9(12) ?
C6 C7 H7A . . 110.6 ?
C8 C7 H7A . . 110.6 ?
C6 C7 H7B . . 110.6 ?
C8 C7 H7B . . 110.6 ?
H7A C7 H7B . . 108.7 ?
C9 C8 C7 . . 107.3(19) ?
C9 C8 H8A . . 110.3 ?
C7 C8 H8A . . 110.3 ?
C9 C8 H8B . . 110.3 ?
C7 C8 H8B . . 110.3 ?
H8A C8 H8B . . 108.5 ?
O1B C9 C8 . . 108.(5) ?
O1A C9 C8 . . 119.(3) ?
O1A C9 H9A . . 107.5 ?
C8 C9 H9A . . 107.5 ?
O1A C9 H9B . . 107.5 ?
C8 C9 H9B . . 107.5 ?
H9A C9 H9B . . 107.0 ?
O1B C9 H9C . . 110.2 ?
C8 C9 H9C . . 110.2 ?
O1B C9 H9D . . 110.2 ?
C8 C9 H9D . . 110.2 ?
H9C C9 H9D . . 108.5 ?
O3 C10 O2 . . 126.4(19) ?
O3 C10 C11 . . 118.8(17) ?
O2 C10 C11 . . 114.7(14) ?
N1 C11 C12 . . 121.6(15) ?
N1 C11 C10 . . 114.9(14) ?
C12 C11 C10 . . 123.4(14) ?
C13 C12 C11 . . 119.3(15) ?
C13 C12 H12 . . 120.4 ?
C11 C12 H12 . . 120.4 ?
C12 C13 C14 . . 120.5(15) ?
C12 C13 H13 . . 119.7 ?
C14 C13 H13 . . 119.7 ?
C15 C14 C13 . . 119.0(16) ?
C15 C14 H14 . . 120.5 ?
C13 C14 H14 . . 120.5 ?
N1 C15 C14 . . 121.5(14) ?
N1 C15 C16 . . 120.2(13) ?
C14 C15 C16 . . 118.4(15) ?
C15 C16 H16A . . 109.5 ?
C15 C16 H16B . . 109.5 ?
H16A C16 H16B . . 109.5 ?
C15 C16 H16C . . 109.5 ?
H16A C16 H16C . . 109.5 ?
H16B C16 H16C . . 109.5 ?
C15 N1 C11 . . 117.8(13) ?
C15 N1 Os1 . . 128.7(10) ?
C11 N1 Os1 . . 113.3(11) ?
C9 O1A H1OA . . 109.5 ?
C9 O1B H1OB . . 109.5 ?
C10 O2 Os1 . . 117.7(10) ?
O2 Os1 C2 . . 132.1(6) ?
O2 Os1 N1 . . 77.1(5) ?
C2 Os1 N1 . . 149.2(6) ?
O2 Os1 C4 . . 140.4(5) ?
C2 Os1 C4 . . 68.3(6) ?
N1 Os1 C4 . . 95.6(5) ?
O2 Os1 C1 . . 99.5(6) ?
C2 Os1 C1 . . 37.4(6) ?
N1 Os1 C1 . . 169.8(5) ?
C4 Os1 C1 . . 80.8(6) ?
O2 Os1 C6 . . 88.1(5) ?
C2 Os1 C6 . . 67.4(6) ?
N1 Os1 C6 . . 132.4(5) ?
C4 Os1 C6 . . 68.1(5) ?
C1 Os1 C6 . . 37.4(6) ?
O2 Os1 C3 . . 166.6(6) ?
C2 Os1 C3 . . 37.4(6) ?
N1 Os1 C3 . . 115.1(5) ?
C4 Os1 C3 . . 37.8(5) ?
C1 Os1 C3 . . 67.4(6) ?
C6 Os1 C3 . . 79.6(6) ?
O2 Os1 C5 . . 105.2(5) ?
C2 Os1 C5 . . 80.9(6) ?
N1 Os1 C5 . . 102.6(5) ?
C4 Os1 C5 . . 37.7(6) ?
C1 Os1 C5 . . 68.7(5) ?
C6 Os1 C5 . . 38.3(5) ?
C3 Os1 C5 . . 67.9(6) ?
O2 Os1 Cl1 . . 87.7(3) ?
C2 Os1 Cl1 . . 87.6(4) ?
N1 Os1 Cl1 . . 83.8(3) ?
C4 Os1 Cl1 . . 130.7(4) ?
C1 Os1 Cl1 . . 105.8(4) ?
C6 Os1 Cl1 . . 141.3(4) ?
C3 Os1 Cl1 . . 98.6(4) ?
C5 Os1 Cl1 . . 166.5(4) ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion
_geom_torsion_publ_flag
C6 C1 C2 C3 . . . . 3.(2) ?
Os1 C1 C2 C3 . . . . 57.7(13) ?
C6 C1 C2 Os1 . . . . -54.3(12) ?
C1 C2 C3 C4 . . . . -7.(2) ?
Os1 C2 C3 C4 . . . . 49.6(12) ?
C1 C2 C3 Os1 . . . . -56.8(13) ?
C2 C3 C4 C5 . . . . 9.(2) ?
Os1 C3 C4 C5 . . . . 57.9(11) ?
C2 C3 C4 Os1 . . . . -49.3(11) ?
C3 C4 C5 C6 . . . . -5.8(19) ?
Os1 C4 C5 C6 . . . . 51.7(10) ?
C3 C4 C5 Os1 . . . . -57.6(11) ?
C2 C1 C6 C5 . . . . -1.(2) ?
Os1 C1 C6 C5 . . . . -54.0(12) ?
C2 C1 C6 C7 . . . . -179.7(13) ?
Os1 C1 C6 C7 . . . . 126.9(12) ?
C2 C1 C6 Os1 . . . . 53.4(12) ?
C4 C5 C6 C1 . . . . 1.7(19) ?
Os1 C5 C6 C1 . . . . 53.1(12) ?
C4 C5 C6 C7 . . . . -179.1(12) ?
Os1 C5 C6 C7 . . . . -127.7(12) ?
C4 C5 C6 Os1 . . . . -51.4(10) ?
C1 C6 C7 C8 . . . . 91.6(16) ?
C5 C6 C7 C8 . . . . -87.6(17) ?
Os1 C6 C7 C8 . . . . -178.8(11) ?
C6 C7 C8 C9 . . . . -175.0(17) ?
C7 C8 C9 O1B . . . . 179.(5) ?
C7 C8 C9 O1A . . . . -78.(4) ?
O3 C10 C11 N1 . . . . 176.4(16) ?
O2 C10 C11 N1 . . . . -6.2(19) ?
O3 C10 C11 C12 . . . . -7.(2) ?
O2 C10 C11 C12 . . . . 170.2(14) ?
N1 C11 C12 C13 . . . . 2.(2) ?
C10 C11 C12 C13 . . . . -173.9(13) ?
C11 C12 C13 C14 . . . . 2.(2) ?
C12 C13 C14 C15 . . . . -1.(2) ?
C13 C14 C15 N1 . . . . -3.(2) ?
C13 C14 C15 C16 . . . . 178.4(12) ?
C14 C15 N1 C11 . . . . 6.1(19) ?
C16 C15 N1 C11 . . . . -174.9(12) ?
C14 C15 N1 Os1 . . . . -179.0(9) ?
C16 C15 N1 Os1 . . . . 0.1(18) ?
C12 C11 N1 C15 . . . . -5.9(19) ?
C10 C11 N1 C15 . . . . 170.5(12) ?
C12 C11 N1 Os1 . . . . 178.3(10) ?
C10 C11 N1 Os1 . . . . -5.3(14) ?
O3 C10 O2 Os1 . . . . -167.4(16) ?
C11 C10 O2 Os1 . . . . 15.4(17) ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_publ_flag
C16 H16C Cl1 . 0.98 2.97 3.694(16) 131.6 ?
C16 H16A Cl1 3_664 0.98 2.77 3.629(14) 146.7 ?


####################################################################### 
# 
# 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_9_03021_otro
_database_code_depnum_ccdc_archive 'CCDC 2026999'
loop_
_audit_author_name
_audit_author_address
'Josefina Perles'
;Universidad Autonoma de Madrid
Spain
;
_audit_update_record             
;
2020-09-02 deposited with the CCDC.	2021-06-10 downloaded from the CCDC.
;
_chemical_name_systematic        ?
_chemical_name_common            SIT_99_150K
_chemical_formula_moiety         ?
_chemical_formula_sum            'C15 H16 Cl N O3 Os'
_chemical_formula_iupac          ?
_chemical_formula_weight         483.94
_chemical_absolute_configuration ad

_chemical_melting_point          ?

_space_group_crystal_system      monoclinic
_space_group_name_H-M_alt        'P 1 21 1'
_space_group_name_Hall           'P 2yb'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z'

_cell_length_a                   10.0552(3)
_cell_length_b                   11.2003(3)
_cell_length_c                   13.0423(4)
_cell_angle_alpha                90
_cell_angle_beta                 96.9160(10)
_cell_angle_gamma                90
_cell_volume                     1458.15(7)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9997
_cell_measurement_theta_min      2.4217
_cell_measurement_theta_max      25.4129
_cell_measurement_temperature    150.(2)

_exptl_crystal_description       prismatic
_exptl_crystal_colour            'clear intense yellow'
_exptl_crystal_size_max          0.116
_exptl_crystal_size_mid          0.046
_exptl_crystal_size_min          0.034
_exptl_crystal_density_diffrn    2.204
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             920

_exptl_absorpt_coefficient_mu    8.937
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   sadabs
_exptl_absorpt_correction_T_min  0.64
_exptl_absorpt_correction_T_max  0.75

_exptl_special_details           
;
;

_diffrn_ambient_temperature      150.(2)

_diffrn_source                   ?
_diffrn_source_type              ?

_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_monochromator  ?

_diffrn_measurement_device_type  'Bruker Kappa Apex II'
_diffrn_measurement_method       'φ and ω scans'

_diffrn_detector_area_resol_mean 8.3333

_diffrn_reflns_number            51918
_diffrn_reflns_av_R_equivalents  0.0877
_diffrn_reflns_av_unetI/netI     0.0578
_diffrn_reflns_theta_min         1.57
_diffrn_reflns_theta_max         25.35
_diffrn_reflns_theta_full        25.35
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       15

_refine_special_details          
;

Refined as a 2-component inversion twin.
;

_reflns_number_total             5331
_reflns_number_gt                4915
_reflns_threshold_expression     'I > 2σ(I)'

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_R_factor_all          0.0313
_refine_ls_R_factor_gt           0.0257
_refine_ls_wR_factor_gt          0.0496
_refine_ls_wR_factor_ref         0.0673
_refine_ls_goodness_of_fit_ref   1.032
_refine_ls_restrained_S_all      1.032
_refine_ls_number_reflns         5331
_refine_ls_number_parameters     382
_refine_ls_number_restraints     1
_refine_ls_number_constraints    ?
_refine_ls_hydrogen_treatment    constr
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0326P)²] where P=(Fo²+2Fc²)/3'

_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?

_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         0.879
_refine_diff_density_min         -1.354
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_abs_structure_details 
;

Refined as an inversion twin.
;
_refine_ls_abs_structure_Flack   0.438(15)

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'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Os Os -1.2165 7.6030 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_refinement_flags_posn
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C C1 0.6449(13) 0.4032(13) 0.3025(11) 0.018(3) Uani d . . . 1 . .
H H1 0.6757 0.3231 0.3009 0.022 Uiso calc U . R 1 . .
C C2 0.7116(11) 0.4845(14) 0.3741(9) 0.017(3) Uani d . . . 1 . .
H H2 0.7875 0.4589 0.4193 0.02 Uiso calc U . R 1 . .
C C3 0.6663(13) 0.6038(14) 0.3790(11) 0.021(3) Uani d . . . 1 . .
H H3 0.7119 0.659 0.4261 0.025 Uiso calc U . R 1 . .
C C4 0.5511(13) 0.6395(15) 0.3119(11) 0.022(3) Uani d . . . 1 . .
H H4 0.517 0.7182 0.316 0.026 Uiso calc U . R 1 . .
C C5 0.4867(14) 0.5575(15) 0.2387(11) 0.019(3) Uani d . . . 1 . .
H H5 0.4116 0.5832 0.1928 0.023 Uiso calc U . R 1 . .
C C6 0.5319(14) 0.4397(13) 0.2328(11) 0.015(3) Uani d . . . 1 . .
C C7 0.4632(14) 0.3512(13) 0.1575(11) 0.021(3) Uani d . . . 1 . .
H H7A 0.3705 0.3781 0.1349 0.025 Uiso calc U . R 1 . .
H H7B 0.4587 0.2725 0.1914 0.025 Uiso calc U . R 1 . .
C C8 0.5403(14) 0.3396(13) 0.0635(11) 0.020(3) Uani d . . . 1 . .
H H8A 0.5584 0.4203 0.0375 0.024 Uiso calc U . R 1 . .
H H8B 0.6275 0.3006 0.0849 0.024 Uiso calc U . R 1 . .
C C9 0.4645(17) 0.2685(13) -0.0220(12) 0.030(4) Uani d . . . 1 . .
H H9A 0.381 0.3116 -0.0475 0.036 Uiso calc U . R 1 . .
H H9B 0.5193 0.2623 -0.0799 0.036 Uiso calc U . R 1 . .
C C10 0.6391(14) 0.4104(12) 0.6081(12) 0.017(3) Uani d . . . 1 . .
H H10 0.7008 0.3697 0.5709 0.02 Uiso calc U . R 1 . .
C C11 0.6580(14) 0.4077(13) 0.7144(11) 0.019(3) Uani d . . . 1 . .
H H11 0.7327 0.3673 0.7502 0.023 Uiso calc U . R 1 . .
C C12 0.5672(13) 0.4643(14) 0.7673(11) 0.022(4) Uani d . . . 1 . .
H H12 0.5782 0.4628 0.8407 0.026 Uiso calc U . R 1 . .
C C13 0.4594(13) 0.5236(12) 0.7148(12) 0.019(3) Uani d . . . 1 . .
H H13 0.3955 0.563 0.7508 0.023 Uiso calc U . R 1 . .
C C14 0.4474(14) 0.5237(12) 0.6085(12) 0.016(3) Uani d . . . 1 . .
C C15 0.3350(13) 0.5833(11) 0.5424(11) 0.015(3) Uani d . . . 1 . .
C C16 1.0685(13) 0.6263(17) 0.2811(9) 0.019(3) Uani d . . . 1 . .
H H16 1.1388 0.6582 0.3284 0.022 Uiso calc U . R 1 . .
C C17 1.0768(14) 0.5076(12) 0.2450(10) 0.024(4) Uani d . . . 1 . .
H H17 1.1533 0.4609 0.2689 0.029 Uiso calc U . R 1 . .
C C18 0.9755(15) 0.4568(13) 0.1751(12) 0.025(4) Uani d . . . 1 . .
H H18 0.9819 0.3765 0.1525 0.03 Uiso calc U . R 1 . .
C C19 0.8643(15) 0.5278(13) 0.1394(12) 0.024(4) Uani d . . . 1 . .
H H19 0.7962 0.4964 0.0899 0.028 Uiso calc U . R 1 . .
C C20 0.8525(13) 0.6487(12) 0.1773(10) 0.020(3) Uani d . . . 1 . .
H H20 0.7751 0.6949 0.1553 0.024 Uiso calc U . R 1 . .
C C21 0.9563(14) 0.6968(13) 0.2469(12) 0.018(3) Uani d . . . 1 . .
C C22 0.9520(15) 0.8278(12) 0.2767(11) 0.022(3) Uani d . . . 1 . .
H H22A 0.8997 0.8724 0.2199 0.026 Uiso calc U . R 1 . .
H H22B 1.0443 0.86 0.2849 0.026 Uiso calc U . R 1 . .
C C23 0.8901(14) 0.8490(12) 0.3764(10) 0.022(3) Uani d . . . 1 . .
H H23A 0.8952 0.9354 0.3925 0.026 Uiso calc U . R 1 . .
H H23B 0.7941 0.8271 0.3644 0.026 Uiso calc U . R 1 . .
C C24 0.9545(14) 0.7809(15) 0.4693(12) 0.025(4) Uani d . . . 1 . .
H H24A 0.9104 0.8019 0.5308 0.03 Uiso calc U . R 1 . .
H H24B 0.9438 0.694 0.4571 0.03 Uiso calc U . R 1 . .
C C25 0.8670(14) 0.6498(12) -0.0985(12) 0.018(4) Uani d . . . 1 . .
H H25 0.7938 0.661 -0.0598 0.021 Uiso calc U . R 1 . .
C C26 0.8464(13) 0.6609(11) -0.2034(11) 0.018(3) Uani d . . . 1 . .
H H26 0.7599 0.6797 -0.2371 0.022 Uiso calc U . R 1 . .
C C27 0.9520(14) 0.6448(13) -0.2599(11) 0.021(4) Uani d . . . 1 . .
H H27 0.9393 0.653 -0.3329 0.025 Uiso calc U . R 1 . .
C C28 1.0766(12) 0.6165(13) -0.2094(10) 0.016(3) Uani d . . . 1 . .
H H28 1.1512 0.6046 -0.2466 0.02 Uiso calc U . R 1 . .
C C29 1.0897(12) 0.6062(12) -0.1033(11) 0.014(3) Uani d . . . 1 . .
C C30 1.2203(13) 0.5735(12) -0.0414(11) 0.017(3) Uani d . . . 1 . .
Cl Cl1 0.3671(4) 0.3079(3) 0.4071(3) 0.0238(9) Uani d . . . 1 . .
Cl Cl2 1.1194(4) 0.8198(3) 0.0733(3) 0.0250(9) Uani d . . . 1 . .
N N1 0.5356(10) 0.4691(13) 0.5553(8) 0.012(3) Uani d . . . 1 . .
N N2 0.9879(9) 0.6236(15) -0.0489(8) 0.014(2) Uani d . . . 1 . .
O O1 0.4314(9) 0.1526(8) 0.0087(8) 0.024(2) Uani d . . . 1 . .
H H1O 0.5015 0.1162 0.0322 0.037 Uiso calc U . R 1 . .
O O2 0.3392(9) 0.5757(8) 0.4452(8) 0.019(2) Uani d . . . 1 . .
O O3 0.2483(8) 0.6369(8) 0.5835(7) 0.022(2) Uani d . . . 1 . .
O O4 1.0909(9) 0.8101(8) 0.4865(8) 0.029(3) Uani d . . . 1 . .
H H4O 1.1333 0.754 0.5183 0.043 Uiso calc U . R 1 . .
O O5 1.2149(9) 0.5685(9) 0.0566(8) 0.020(2) Uani d . . . 1 . .
O O6 1.3199(9) 0.5537(9) -0.0833(7) 0.025(2) Uani d . . . 1 . .
Os Os1 0.50074(5) 0.48337(4) 0.39404(4) 0.01226(14) Uani d . . . 1 . .
Os Os2 1.03942(5) 0.62454(4) 0.11207(4) 0.01288(14) Uani d . . . 1 . .


_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_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
C1 C2 . 1.415(19) ?
C1 C6 . 1.43(2) ?
C1 Os1 . 2.179(14) ?
C1 H1 . 0.95 ?
C2 C3 . 1.42(2) ?
C2 Os1 . 2.167(11) ?
C2 H2 . 0.95 ?
C3 C4 . 1.422(19) ?
C3 Os1 . 2.170(13) ?
C3 H3 . 0.95 ?
C4 C5 . 1.42(2) ?
C4 Os1 . 2.143(15) ?
C4 H4 . 0.95 ?
C5 C6 . 1.40(2) ?
C5 Os1 . 2.179(14) ?
C5 H5 . 0.95 ?
C6 C7 . 1.504(18) ?
C6 Os1 . 2.217(14) ?
C7 C8 . 1.533(19) ?
C7 H7A . 0.99 ?
C7 H7B . 0.99 ?
C8 C9 . 1.501(19) ?
C8 H8A . 0.99 ?
C8 H8B . 0.99 ?
C9 O1 . 1.411(17) ?
C9 H9A . 0.99 ?
C9 H9B . 0.99 ?
C10 N1 . 1.347(18) ?
C10 C11 . 1.38(2) ?
C10 H10 . 0.95 ?
C11 C12 . 1.37(2) ?
C11 H11 . 0.95 ?
C12 C13 . 1.381(19) ?
C12 H12 . 0.95 ?
C13 C14 . 1.38(2) ?
C13 H13 . 0.95 ?
C14 N1 . 1.339(18) ?
C14 C15 . 1.494(19) ?
C15 O3 . 1.233(15) ?
C15 O2 . 1.277(17) ?
C16 C21 . 1.41(2) ?
C16 C17 . 1.42(2) ?
C16 Os2 . 2.189(12) ?
C16 H16 . 0.95 ?
C17 C18 . 1.40(2) ?
C17 Os2 . 2.170(13) ?
C17 H17 . 0.95 ?
C18 C19 . 1.41(2) ?
C18 Os2 . 2.179(14) ?
C18 H18 . 0.95 ?
C19 C20 . 1.45(2) ?
C19 Os2 . 2.133(14) ?
C19 H19 . 0.95 ?
C20 C21 . 1.406(19) ?
C20 Os2 . 2.172(13) ?
C20 H20 . 0.95 ?
C21 C22 . 1.520(19) ?
C21 Os2 . 2.191(15) ?
C22 C23 . 1.526(19) ?
C22 H22A . 0.99 ?
C22 H22B . 0.99 ?
C23 C24 . 1.510(19) ?
C23 H23A . 0.99 ?
C23 H23B . 0.99 ?
C24 O4 . 1.402(16) ?
C24 H24A . 0.99 ?
C24 H24B . 0.99 ?
C25 N2 . 1.339(16) ?
C25 C26 . 1.36(2) ?
C25 H25 . 0.95 ?
C26 C27 . 1.37(2) ?
C26 H26 . 0.95 ?
C27 C28 . 1.381(18) ?
C27 H27 . 0.95 ?
C28 C29 . 1.378(18) ?
C28 H28 . 0.95 ?
C29 N2 . 1.329(17) ?
C29 C30 . 1.502(18) ?
C30 O6 . 1.218(16) ?
C30 O5 . 1.286(16) ?
Cl1 Os1 . 2.398(3) ?
Cl2 Os2 . 2.405(4) ?
N1 Os1 . 2.096(11) ?
N2 Os2 . 2.100(10) ?
O1 H1O . 0.84 ?
O2 Os1 . 2.100(10) ?
O4 H4O . 0.84 ?
O5 Os2 . 2.083(9) ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
C2 C1 C6 . . 120.9(13) ?
C2 C1 Os1 . . 70.6(7) ?
C6 C1 Os1 . . 72.5(8) ?
C2 C1 H1 . . 119.5 ?
C6 C1 H1 . . 119.5 ?
Os1 C1 H1 . . 129.9 ?
C1 C2 C3 . . 120.5(12) ?
C1 C2 Os1 . . 71.4(7) ?
C3 C2 Os1 . . 71.1(7) ?
C1 C2 H2 . . 119.8 ?
C3 C2 H2 . . 119.8 ?
Os1 C2 H2 . . 130.4 ?
C2 C3 C4 . . 118.7(13) ?
C2 C3 Os1 . . 70.8(7) ?
C4 C3 Os1 . . 69.7(8) ?
C2 C3 H3 . . 120.6 ?
C4 C3 H3 . . 120.6 ?
Os1 C3 H3 . . 131.4 ?
C5 C4 C3 . . 120.2(14) ?
C5 C4 Os1 . . 72.1(9) ?
C3 C4 Os1 . . 71.8(8) ?
C5 C4 H4 . . 119.9 ?
C3 C4 H4 . . 119.9 ?
Os1 C4 H4 . . 128.4 ?
C6 C5 C4 . . 121.3(13) ?
C6 C5 Os1 . . 72.9(9) ?
C4 C5 Os1 . . 69.4(8) ?
C6 C5 H5 . . 119.3 ?
C4 C5 H5 . . 119.3 ?
Os1 C5 H5 . . 131.2 ?
C5 C6 C1 . . 118.3(13) ?
C5 C6 C7 . . 122.0(14) ?
C1 C6 C7 . . 119.7(13) ?
C5 C6 Os1 . . 69.9(8) ?
C1 C6 Os1 . . 69.6(8) ?
C7 C6 Os1 . . 131.2(10) ?
C6 C7 C8 . . 110.0(11) ?
C6 C7 H7A . . 109.7 ?
C8 C7 H7A . . 109.7 ?
C6 C7 H7B . . 109.7 ?
C8 C7 H7B . . 109.7 ?
H7A C7 H7B . . 108.2 ?
C9 C8 C7 . . 112.2(11) ?
C9 C8 H8A . . 109.2 ?
C7 C8 H8A . . 109.2 ?
C9 C8 H8B . . 109.2 ?
C7 C8 H8B . . 109.2 ?
H8A C8 H8B . . 107.9 ?
O1 C9 C8 . . 113.2(13) ?
O1 C9 H9A . . 108.9 ?
C8 C9 H9A . . 108.9 ?
O1 C9 H9B . . 108.9 ?
C8 C9 H9B . . 108.9 ?
H9A C9 H9B . . 107.8 ?
N1 C10 C11 . . 122.1(13) ?
N1 C10 H10 . . 119.0 ?
C11 C10 H10 . . 119.0 ?
C12 C11 C10 . . 118.6(13) ?
C12 C11 H11 . . 120.7 ?
C10 C11 H11 . . 120.7 ?
C11 C12 C13 . . 120.3(14) ?
C11 C12 H12 . . 119.8 ?
C13 C12 H12 . . 119.8 ?
C14 C13 C12 . . 117.9(13) ?
C14 C13 H13 . . 121.0 ?
C12 C13 H13 . . 121.0 ?
N1 C14 C13 . . 122.6(13) ?
N1 C14 C15 . . 114.0(13) ?
C13 C14 C15 . . 123.4(13) ?
O3 C15 O2 . . 125.1(12) ?
O3 C15 C14 . . 119.5(13) ?
O2 C15 C14 . . 115.4(12) ?
C21 C16 C17 . . 120.0(13) ?
C21 C16 Os2 . . 71.4(8) ?
C17 C16 Os2 . . 70.3(8) ?
C21 C16 H16 . . 120.0 ?
C17 C16 H16 . . 120.0 ?
Os2 C16 H16 . . 131.0 ?
C18 C17 C16 . . 122.0(13) ?
C18 C17 Os2 . . 71.5(8) ?
C16 C17 Os2 . . 71.8(8) ?
C18 C17 H17 . . 119.0 ?
C16 C17 H17 . . 119.0 ?
Os2 C17 H17 . . 130.5 ?
C17 C18 C19 . . 118.2(14) ?
C17 C18 Os2 . . 70.8(8) ?
C19 C18 Os2 . . 69.2(8) ?
C17 C18 H18 . . 120.9 ?
C19 C18 H18 . . 120.9 ?
Os2 C18 H18 . . 131.7 ?
C18 C19 C20 . . 120.7(14) ?
C18 C19 Os2 . . 72.7(8) ?
C20 C19 Os2 . . 71.7(8) ?
C18 C19 H19 . . 119.7 ?
C20 C19 H19 . . 119.7 ?
Os2 C19 H19 . . 128.0 ?
C21 C20 C19 . . 119.5(13) ?
C21 C20 Os2 . . 71.9(8) ?
C19 C20 Os2 . . 68.9(8) ?
C21 C20 H20 . . 120.2 ?
C19 C20 H20 . . 120.2 ?
Os2 C20 H20 . . 131.7 ?
C20 C21 C16 . . 119.7(14) ?
C20 C21 C22 . . 119.6(13) ?
C16 C21 C22 . . 120.5(14) ?
C20 C21 Os2 . . 70.5(8) ?
C16 C21 Os2 . . 71.2(8) ?
C22 C21 Os2 . . 126.0(10) ?
C21 C22 C23 . . 113.3(12) ?
C21 C22 H22A . . 108.9 ?
C23 C22 H22A . . 108.9 ?
C21 C22 H22B . . 108.9 ?
C23 C22 H22B . . 108.9 ?
H22A C22 H22B . . 107.7 ?
C24 C23 C22 . . 115.2(12) ?
C24 C23 H23A . . 108.5 ?
C22 C23 H23A . . 108.5 ?
C24 C23 H23B . . 108.5 ?
C22 C23 H23B . . 108.5 ?
H23A C23 H23B . . 107.5 ?
O4 C24 C23 . . 109.1(12) ?
O4 C24 H24A . . 109.9 ?
C23 C24 H24A . . 109.9 ?
O4 C24 H24B . . 109.9 ?
C23 C24 H24B . . 109.9 ?
H24A C24 H24B . . 108.3 ?
N2 C25 C26 . . 121.6(13) ?
N2 C25 H25 . . 119.2 ?
C26 C25 H25 . . 119.2 ?
C25 C26 C27 . . 119.5(12) ?
C25 C26 H26 . . 120.3 ?
C27 C26 H26 . . 120.3 ?
C26 C27 C28 . . 119.3(13) ?
C26 C27 H27 . . 120.3 ?
C28 C27 H27 . . 120.3 ?
C29 C28 C27 . . 118.0(12) ?
C29 C28 H28 . . 121.0 ?
C27 C28 H28 . . 121.0 ?
N2 C29 C28 . . 122.5(11) ?
N2 C29 C30 . . 115.3(12) ?
C28 C29 C30 . . 122.1(12) ?
O6 C30 O5 . . 125.0(13) ?
O6 C30 C29 . . 121.0(13) ?
O5 C30 C29 . . 114.0(12) ?
C14 N1 C10 . . 118.4(12) ?
C14 N1 Os1 . . 116.4(10) ?
C10 N1 Os1 . . 125.2(10) ?
C29 N2 C25 . . 119.1(11) ?
C29 N2 Os2 . . 114.9(8) ?
C25 N2 Os2 . . 125.6(9) ?
C9 O1 H1O . . 109.5 ?
C15 O2 Os1 . . 117.9(8) ?
C24 O4 H4O . . 109.5 ?
C30 O5 Os2 . . 118.1(8) ?
N1 Os1 O2 . . 76.2(4) ?
N1 Os1 C4 . . 122.9(5) ?
O2 Os1 C4 . . 89.7(5) ?
N1 Os1 C2 . . 94.2(4) ?
O2 Os1 C2 . . 147.1(5) ?
C4 Os1 C2 . . 69.0(6) ?
N1 Os1 C3 . . 95.8(5) ?
O2 Os1 C3 . . 110.7(5) ?
C4 Os1 C3 . . 38.5(5) ?
C2 Os1 C3 . . 38.1(5) ?
N1 Os1 C5 . . 161.2(5) ?
O2 Os1 C5 . . 98.1(5) ?
C4 Os1 C5 . . 38.4(6) ?
C2 Os1 C5 . . 80.8(5) ?
C3 Os1 C5 . . 69.1(5) ?
N1 Os1 C1 . . 118.4(5) ?
O2 Os1 C1 . . 165.3(4) ?
C4 Os1 C1 . . 81.4(6) ?
C2 Os1 C1 . . 38.0(5) ?
C3 Os1 C1 . . 68.8(5) ?
C5 Os1 C1 . . 67.7(5) ?
N1 Os1 C6 . . 155.3(5) ?
O2 Os1 C6 . . 127.8(5) ?
C4 Os1 C6 . . 68.7(5) ?
C2 Os1 C6 . . 68.6(5) ?
C3 Os1 C6 . . 81.6(5) ?
C5 Os1 C6 . . 37.2(5) ?
C1 Os1 C6 . . 37.8(5) ?
N1 Os1 Cl1 . . 83.9(4) ?
O2 Os1 Cl1 . . 85.4(3) ?
C4 Os1 Cl1 . . 150.7(4) ?
C2 Os1 Cl1 . . 125.3(4) ?
C3 Os1 Cl1 . . 163.4(4) ?
C5 Os1 Cl1 . . 113.8(4) ?
C1 Os1 Cl1 . . 96.7(4) ?
C6 Os1 Cl1 . . 91.8(4) ?
O5 Os2 N2 . . 76.6(4) ?
O5 Os2 C19 . . 131.0(5) ?
N2 Os2 C19 . . 93.2(5) ?
O5 Os2 C17 . . 91.3(5) ?
N2 Os2 C17 . . 142.5(6) ?
C19 Os2 C17 . . 68.1(6) ?
O5 Os2 C20 . . 169.5(4) ?
N2 Os2 C20 . . 105.7(5) ?
C19 Os2 C20 . . 39.4(6) ?
C17 Os2 C20 . . 80.6(5) ?
O5 Os2 C18 . . 99.9(5) ?
N2 Os2 C18 . . 108.9(6) ?
C19 Os2 C18 . . 38.0(5) ?
C17 Os2 C18 . . 37.7(5) ?
C20 Os2 C18 . . 69.6(5) ?
O5 Os2 C16 . . 109.7(5) ?
N2 Os2 C16 . . 173.4(4) ?
C19 Os2 C16 . . 81.3(6) ?
C17 Os2 C16 . . 37.9(6) ?
C20 Os2 C16 . . 67.7(5) ?
C18 Os2 C16 . . 68.7(6) ?
O5 Os2 C21 . . 144.2(5) ?
N2 Os2 C21 . . 137.0(5) ?
C19 Os2 C21 . . 69.6(5) ?
C17 Os2 C21 . . 68.1(5) ?
C20 Os2 C21 . . 37.6(5) ?
C18 Os2 C21 . . 81.8(6) ?
C16 Os2 C21 . . 37.4(5) ?
O5 Os2 Cl2 . . 83.2(3) ?
N2 Os2 Cl2 . . 81.0(4) ?
C19 Os2 Cl2 . . 143.2(4) ?
C17 Os2 Cl2 . . 133.4(4) ?
C20 Os2 Cl2 . . 107.2(4) ?
C18 Os2 Cl2 . . 170.0(4) ?
C16 Os2 Cl2 . . 101.3(5) ?
C21 Os2 Cl2 . . 90.1(4) ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion
_geom_torsion_publ_flag
C6 C1 C2 C3 . . . . 1.(2) ?
Os1 C1 C2 C3 . . . . -53.5(11) ?
C6 C1 C2 Os1 . . . . 54.4(12) ?
C1 C2 C3 C4 . . . . 1.1(19) ?
Os1 C2 C3 C4 . . . . -52.5(11) ?
C1 C2 C3 Os1 . . . . 53.7(11) ?
C2 C3 C4 C5 . . . . -3.(2) ?
Os1 C3 C4 C5 . . . . -55.6(12) ?
C2 C3 C4 Os1 . . . . 53.0(11) ?
C3 C4 C5 C6 . . . . 2.(2) ?
Os1 C4 C5 C6 . . . . -53.4(13) ?
C3 C4 C5 Os1 . . . . 55.4(12) ?
C4 C5 C6 C1 . . . . 0.(2) ?
Os1 C5 C6 C1 . . . . -51.8(12) ?
C4 C5 C6 C7 . . . . 178.7(13) ?
Os1 C5 C6 C7 . . . . 126.8(13) ?
C4 C5 C6 Os1 . . . . 51.9(12) ?
C2 C1 C6 C5 . . . . -1.(2) ?
Os1 C1 C6 C5 . . . . 52.0(12) ?
C2 C1 C6 C7 . . . . 179.9(12) ?
Os1 C1 C6 C7 . . . . -126.7(13) ?
C2 C1 C6 Os1 . . . . -53.5(11) ?
C5 C6 C7 C8 . . . . 100.2(16) ?
C1 C6 C7 C8 . . . . -81.2(16) ?
Os1 C6 C7 C8 . . . . -169.3(11) ?
C6 C7 C8 C9 . . . . -170.5(13) ?
C7 C8 C9 O1 . . . . -57.5(18) ?
N1 C10 C11 C12 . . . . 1.(2) ?
C10 C11 C12 C13 . . . . 0.(2) ?
C11 C12 C13 C14 . . . . 0.(2) ?
C12 C13 C14 N1 . . . . 0.(2) ?
C12 C13 C14 C15 . . . . 179.4(13) ?
N1 C14 C15 O3 . . . . -179.7(12) ?
C13 C14 C15 O3 . . . . 0.9(19) ?
N1 C14 C15 O2 . . . . -0.9(17) ?
C13 C14 C15 O2 . . . . 179.6(12) ?
C21 C16 C17 C18 . . . . 0.(2) ?
Os2 C16 C17 C18 . . . . -53.2(12) ?
C21 C16 C17 Os2 . . . . 53.3(12) ?
C16 C17 C18 C19 . . . . 1.(2) ?
Os2 C17 C18 C19 . . . . -52.3(12) ?
C16 C17 C18 Os2 . . . . 53.3(12) ?
C17 C18 C19 C20 . . . . -3.(2) ?
Os2 C18 C19 C20 . . . . -55.6(12) ?
C17 C18 C19 Os2 . . . . 53.0(12) ?
C18 C19 C20 C21 . . . . 3.(2) ?
Os2 C19 C20 C21 . . . . -53.1(12) ?
C18 C19 C20 Os2 . . . . 56.0(12) ?
C19 C20 C21 C16 . . . . -2.(2) ?
Os2 C20 C21 C16 . . . . -53.5(12) ?
C19 C20 C21 C22 . . . . 172.7(13) ?
Os2 C20 C21 C22 . . . . 121.0(13) ?
C19 C20 C21 Os2 . . . . 51.7(11) ?
C17 C16 C21 C20 . . . . 0.(2) ?
Os2 C16 C21 C20 . . . . 53.1(12) ?
C17 C16 C21 C22 . . . . -174.1(13) ?
Os2 C16 C21 C22 . . . . -121.3(13) ?
C17 C16 C21 Os2 . . . . -52.8(11) ?
C20 C21 C22 C23 . . . . 94.8(16) ?
C16 C21 C22 C23 . . . . -90.8(17) ?
Os2 C21 C22 C23 . . . . -178.8(9) ?
C21 C22 C23 C24 . . . . 55.3(17) ?
C22 C23 C24 O4 . . . . 57.6(17) ?
N2 C25 C26 C27 . . . . 0.(2) ?
C25 C26 C27 C28 . . . . 1.(2) ?
C26 C27 C28 C29 . . . . 0.(2) ?
C27 C28 C29 N2 . . . . -1.(2) ?
C27 C28 C29 C30 . . . . 178.8(13) ?
N2 C29 C30 O6 . . . . 178.8(14) ?
C28 C29 C30 O6 . . . . -1.(2) ?
N2 C29 C30 O5 . . . . -0.8(18) ?
C28 C29 C30 O5 . . . . 179.6(13) ?
C13 C14 N1 C10 . . . . 1.(2) ?
C15 C14 N1 C10 . . . . -178.6(12) ?
C13 C14 N1 Os1 . . . . -178.7(10) ?
C15 C14 N1 Os1 . . . . 1.8(15) ?
C11 C10 N1 C14 . . . . -2.(2) ?
C11 C10 N1 Os1 . . . . 178.0(10) ?
C28 C29 N2 C25 . . . . 1.(2) ?
C30 C29 N2 C25 . . . . -178.2(13) ?
C28 C29 N2 Os2 . . . . -172.4(11) ?
C30 C29 N2 Os2 . . . . 8.0(17) ?
C26 C25 N2 C29 . . . . -1.(2) ?
C26 C25 N2 Os2 . . . . 172.0(11) ?
O3 C15 O2 Os1 . . . . 178.3(10) ?
C14 C15 O2 Os1 . . . . -0.4(14) ?
O6 C30 O5 Os2 . . . . 173.3(11) ?
C29 C30 O5 Os2 . . . . -7.1(15) ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_publ_flag
C10 H10 O4 2_746 0.95 2.40 3.312(17) 160.2 ?
C11 H11 Cl2 2_746 0.95 2.64 3.486(14) 148.6 ?
C13 H13 O6 1_456 0.95 2.38 3.147(18) 137.6 ?
C25 H25 O1 2_655 0.95 2.44 3.350(17) 160.9 ?
C26 H26 Cl1 2_655 0.95 2.82 3.606(14) 141.3 ?
C28 H28 O3 1_654 0.95 2.55 3.384(16) 146.2 ?
O1 H1O O6 2_745 0.84 1.97 2.801(13) 171.3 ?
O4 H4O O3 1_655 0.84 1.88 2.718(13) 172.5 ?


