#------------------------------------------------------------------------------
#$Date: 2016-02-16 22:30:59 +0200 (Tue, 16 Feb 2016) $
#$Revision: 176467 $
#$URL: svn://www.crystallography.net/cod/cif/4/10/91/4109181.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_4109181
loop_
_publ_author_name
'Anna F. A. Peacock'
'Simon Parsons'
'Peter J. Sadler'
_publ_section_title
;
 Tuning the Hydrolytic Aqueous Chemistry of Osmium Arene Complexes with
 N,O-Chelating Ligands to Achieve Cancer Cell Cytotoxicity
;
_journal_name_full               'Journal of the American Chemical Society'
_journal_page_first              3348
_journal_page_last               3357
_journal_paper_doi               10.1021/ja068335p
_journal_volume                  129
_journal_year                    2007
_chemical_formula_moiety         'C16 H18 Cl1 N1 O2 Os1'
_chemical_formula_sum            'C16 H18 Cl N O2 Os'
_chemical_formula_weight         481.98
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_audit_creation_date             06-09-25
_audit_creation_method           CRYSTALS_ver_12.80
_cell_angle_alpha                90
_cell_angle_beta                 99.521(3)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   10.1041(7)
_cell_length_b                   15.0060(9)
_cell_length_c                   10.2928(6)
_cell_measurement_reflns_used    7803
_cell_measurement_temperature    150
_cell_measurement_theta_max      60
_cell_measurement_theta_min      5
_cell_volume                     1539.12(17)
_computing_cell_refinement       'SAINT (Siemens ,1995)'
_computing_data_collection       'SMART (Siemens, 1993)'
_computing_data_reduction        'SAINT (Siemens ,1995)'
_computing_molecular_graphics    'CAMERON (Watkin et al., 1996)'
_computing_publication_material  'CRYSTALS (Betteridge et al., 2003)'
_computing_structure_refinement  'CRYSTALS (Betteridge et al., 2003)'
_computing_structure_solution    'SIR92 (Altomare et al., 1994)'
_diffrn_ambient_temperature      150
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.950
_diffrn_measurement_device_type  'Bruker SMART'
_diffrn_measurement_method       ω/2θ
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.061
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            27251
_diffrn_reflns_theta_full        28.246
_diffrn_reflns_theta_max         30.049
_diffrn_reflns_theta_min         2.422
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    8.461
_exptl_absorpt_correction_T_max  0.3059
_exptl_absorpt_correction_T_min  0.2811
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    2.080
_exptl_crystal_description       block
_exptl_crystal_F_000             920
_exptl_crystal_size_max          0.55
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.14
_refine_diff_density_max         3.07
_refine_diff_density_min         -2.36
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.7603
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     190
_refine_ls_number_reflns         4276
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0425
_refine_ls_R_factor_gt           0.0333
_refine_ls_shift/su_max          0.001170
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
;
 w=1/[σ²(F²) + 0.00 + 0.00P] 
where P=(max(Fo²,0) + 2Fc²)/3 
;
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_all         0.0873
_refine_ls_wR_factor_gt          0.0829
_refine_ls_wR_factor_ref         0.0873
_reflns_limit_h_max              13
_reflns_limit_h_min              -13
_reflns_limit_k_max              21
_reflns_limit_k_min              0
_reflns_limit_l_max              14
_reflns_limit_l_min              0
_reflns_number_gt                3497
_reflns_number_total             4287
_reflns_threshold_expression     I>2.00u(I)
_oxford_diffrn_Wilson_B_factor   0.00
_oxford_diffrn_Wilson_scale      0.00
_oxford_refine_ls_scale          0.2663(2)
_oxford_structure_analysis_title 'ps6030 in P2(1)/n'
_cod_data_source_file            ja068335prom20061121_054739.cif
_cod_data_source_block           CRYSTALS_cif
_cod_original_sg_symbol_H-M      'P 1 21/n 1 '
_cod_original_formula_sum        'C16 H18 Cl1 N1 O2 Os1'
_cod_database_code               4109181
loop_
_symmetry_equiv_pos_as_xyz
x,y,z
-x,-y,-z
-x+1/2,y+1/2,-z+1/2
x+1/2,-y+1/2,z+1/2
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_occupancy
_atom_site_adp_type
_atom_site_refinement_flags_posn
Os1 Os 0.712706(18) 0.197247(12) 1.046137(16) 0.0209 1.0000 Uani .
Cl1 Cl 0.89864(13) 0.14949(9) 0.94467(12) 0.0293 1.0000 Uani .
C11 C 0.6779(5) 0.0634(4) 1.1213(6) 0.0324 1.0000 Uani .
C21 C 0.6020(5) 0.0753(4) 0.9917(5) 0.0305 1.0000 Uani .
C31 C 0.5159(5) 0.1476(4) 0.9629(5) 0.0251 1.0000 Uani .
C41 C 0.5011(5) 0.2139(3) 1.0595(5) 0.0243 1.0000 Uani .
C51 C 0.5770(6) 0.2017(4) 1.1891(5) 0.0295 1.0000 Uani .
C61 C 0.6630(5) 0.1271(4) 1.2165(5) 0.0289 1.0000 Uani .
C71 C 0.7786(6) -0.0113(4) 1.1496(7) 0.0459 1.0000 Uani .
C81 C 0.4124(6) 0.2937(4) 1.0227(6) 0.0311 1.0000 Uani .
C91 C 0.2731(6) 0.2750(5) 1.0562(7) 0.0431 1.0000 Uani .
C101 C 0.4674(7) 0.3805(4) 1.0844(7) 0.0425 1.0000 Uani .
N12 N 0.7169(4) 0.3082(3) 0.9240(4) 0.0204 1.0000 Uani .
C22 C 0.6367(5) 0.3229(4) 0.8082(5) 0.0253 1.0000 Uani .
C32 C 0.6442(5) 0.4001(4) 0.7378(5) 0.0267 1.0000 Uani .
C42 C 0.7373(5) 0.4650(4) 0.7848(5) 0.0286 1.0000 Uani .
C52 C 0.8235(5) 0.4490(4) 0.9028(5) 0.0286 1.0000 Uani .
C62 C 0.8094(5) 0.3711(3) 0.9693(4) 0.0219 1.0000 Uani .
C72 C 0.8911(5) 0.3498(4) 1.1015(5) 0.0255 1.0000 Uani .
O82 O 0.9821(4) 0.3995(3) 1.1509(4) 0.0372 1.0000 Uani .
O92 O 0.8554(4) 0.2787(2) 1.1569(3) 0.0245 1.0000 Uani .
H211 H 0.6197 0.0370 0.9201 0.0442 1.0000 Uiso R
H311 H 0.4762 0.1586 0.8714 0.0361 1.0000 Uiso R
H511 H 0.5797 0.2507 1.2535 0.0420 1.0000 Uiso R
H611 H 0.7251 0.1255 1.3001 0.0412 1.0000 Uiso R
H811 H 0.4002 0.3001 0.9271 0.0450 1.0000 Uiso R
H911 H 0.2142 0.3239 1.0263 0.0798 1.0000 Uiso R
H912 H 0.2804 0.2692 1.1508 0.0801 1.0000 Uiso R
H913 H 0.2373 0.2210 1.0142 0.0799 1.0000 Uiso R
H1011 H 0.4095 0.4286 1.0486 0.0790 1.0000 Uiso R
H1012 H 0.4691 0.3770 1.1779 0.0789 1.0000 Uiso R
H1013 H 0.5566 0.3907 1.0669 0.0790 1.0000 Uiso R
H221 H 0.5738 0.2791 0.7754 0.0371 1.0000 Uiso R
H321 H 0.5863 0.4095 0.6591 0.0380 1.0000 Uiso R
H421 H 0.7423 0.5176 0.7388 0.0421 1.0000 Uiso R
H521 H 0.8895 0.4905 0.9369 0.0408 1.0000 Uiso R
H11 H 0.7332 -0.0651 1.1648 0.0849 1.0000 Uiso R
H17 H 0.8254 -0.0176 1.0756 0.0851 1.0000 Uiso R
H24 H 0.8411 0.0043 1.2266 0.0850 1.0000 Uiso R
loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_Cromer_Mann_a1
_atom_type_scat_Cromer_Mann_b1
_atom_type_scat_Cromer_Mann_a2
_atom_type_scat_Cromer_Mann_b2
_atom_type_scat_Cromer_Mann_a3
_atom_type_scat_Cromer_Mann_b3
_atom_type_scat_Cromer_Mann_a4
_atom_type_scat_Cromer_Mann_b4
_atom_type_scat_Cromer_Mann_c
_atom_type_scat_source
C 0.0033 0.0016 2.3100 20.8439 1.0200 10.2075 1.5886 0.5687 0.8650 51.6512
0.2156 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
H 0.0000 0.0000 0.4930 10.5109 0.3229 26.1257 0.1402 3.1424 0.0408 57.7998
0.0030 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
N 0.0061 0.0033 12.2126 0.0057 3.1322 9.8933 2.0125 28.9975 1.1663 0.5826
-11.5290 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
O 0.0106 0.0060 3.0485 13.2771 2.2868 5.7011 1.5463 0.3239 0.8670 32.9089
0.2508 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
Cl 0.1484 0.1585 11.4604 0.0104 7.1964 1.1662 6.2556 18.5194 1.6455 47.7784
-9.5574 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
Os -1.2165 7.6030 28.1894 1.6290 16.1550 8.9795 14.9305 0.3827 5.6759 48.1647
11.0005 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_publ_flag
Cl1 Os1 C11 93.58(15) yes
Cl1 Os1 C21 92.46(15) yes
C11 Os1 C21 38.3(2) yes
Cl1 Os1 C31 117.28(13) yes
C11 Os1 C31 68.6(2) yes
C21 Os1 C31 37.5(2) yes
Cl1 Os1 C41 155.04(14) yes
C11 Os1 C41 82.3(2) yes
C21 Os1 C41 69.1(2) yes
C31 Os1 C41 38.49(18) yes
Cl1 Os1 C51 158.36(16) yes
C11 Os1 C51 68.6(2) yes
C21 Os1 C51 81.05(19) yes
C31 Os1 C51 68.71(19) yes
C41 Os1 C51 38.53(19) yes
Cl1 Os1 C61 120.49(15) yes
C11 Os1 C61 37.2(2) yes
C21 Os1 C61 67.76(19) yes
C31 Os1 C61 80.37(18) yes
C41 Os1 C61 69.17(19) yes
Cl1 Os1 N12 83.18(11) yes
C11 Os1 N12 163.35(19) yes
C21 Os1 N12 125.27(18) yes
C31 Os1 N12 98.31(18) yes
C41 Os1 N12 93.70(17) yes
Cl1 Os1 O92 83.85(11) yes
C11 Os1 O92 118.69(17) yes
C21 Os1 O92 156.62(18) yes
C31 Os1 O92 158.06(18) yes
C41 Os1 O92 119.75(17) yes
C51 Os1 C61 38.0(2) yes
C51 Os1 N12 117.43(18) yes
C61 Os1 N12 154.27(19) yes
C51 Os1 O92 93.93(17) yes
C61 Os1 O92 94.26(16) yes
N12 Os1 O92 77.33(15) yes
Os1 C11 C21 69.6(3) yes
Os1 C11 C61 70.4(3) yes
C21 C11 C61 117.7(5) yes
Os1 C11 C71 127.1(4) yes
C21 C11 C71 120.7(5) yes
C61 C11 C71 121.4(5) yes
Os1 C21 C11 72.0(3) yes
Os1 C21 C31 71.0(3) yes
C11 C21 C31 120.9(5) yes
Os1 C21 H211 122.8 no
C11 C21 H211 119.6 no
C31 C21 H211 119.0 no
Os1 C31 C21 71.5(3) yes
Os1 C31 C41 71.4(3) yes
C21 C31 C41 121.8(5) yes
Os1 C31 H311 121.9 no
C21 C31 H311 118.8 no
C41 C31 H311 118.7 no
Os1 C41 C31 70.1(3) yes
Os1 C41 C51 70.5(3) yes
C31 C41 C51 117.1(5) yes
Os1 C41 C81 128.6(3) yes
C31 C41 C81 120.2(5) yes
C51 C41 C81 122.6(5) yes
Os1 C51 C41 71.0(3) yes
Os1 C51 C61 71.1(3) yes
C41 C51 C61 120.1(5) yes
Os1 C51 H511 121.8 no
C41 C51 H511 118.7 no
C61 C51 H511 120.5 no
Os1 C61 C51 70.9(3) yes
Os1 C61 C11 72.5(3) yes
C51 C61 C11 122.4(5) yes
Os1 C61 H611 121.4 no
C51 C61 H611 118.5 no
C11 C61 H611 118.3 no
C11 C71 H11 109.4 no
C11 C71 H17 108.9 no
H11 C71 H17 111.0 no
C11 C71 H24 108.0 no
H11 C71 H24 109.9 no
H17 C71 H24 109.6 no
C41 C81 C91 109.2(5) yes
C41 C81 C101 114.7(5) yes
C91 C81 C101 110.5(5) yes
C41 C81 H811 107.6 no
C91 C81 H811 106.1 no
C101 C81 H811 108.3 no
C81 C91 H911 109.4 no
C81 C91 H912 108.9 no
H911 C91 H912 109.3 no
C81 C91 H913 110.2 no
H911 C91 H913 109.4 no
H912 C91 H913 109.7 no
C81 C101 H1011 109.0 no
C81 C101 H1012 108.4 no
H1011 C101 H1012 109.5 no
C81 C101 H1013 110.4 no
H1011 C101 H1013 109.9 no
H1012 C101 H1013 109.6 no
Os1 N12 C22 126.5(3) yes
Os1 N12 C62 115.4(3) yes
C22 N12 C62 118.1(4) yes
N12 C22 C32 121.9(5) yes
N12 C22 H221 118.5 no
C32 C22 H221 119.6 no
C22 C32 C42 120.1(5) yes
C22 C32 H321 120.4 no
C42 C32 H321 119.6 no
C32 C42 C52 118.3(5) yes
C32 C42 H421 120.8 no
C52 C42 H421 120.9 no
C42 C52 C62 118.7(5) yes
C42 C52 H521 121.0 no
C62 C52 H521 120.3 no
C52 C62 N12 122.9(4) yes
C52 C62 C72 123.0(5) yes
N12 C62 C72 114.0(4) yes
C62 C72 O82 120.5(5) yes
C62 C72 O92 115.1(4) yes
O82 C72 O92 124.4(5) yes
Os1 O92 C72 117.6(3) yes
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
Os1 Cl1 2.4048(13) yes
Os1 C11 2.202(5) yes
Os1 C21 2.170(5) yes
Os1 C31 2.163(5) yes
Os1 C41 2.180(5) yes
Os1 C51 2.172(5) yes
Os1 C61 2.174(5) yes
Os1 N12 2.090(4) yes
Os1 O92 2.080(3) yes
C11 C21 1.435(8) yes
C11 C61 1.395(8) yes
C11 C71 1.510(8) yes
C21 C31 1.393(8) yes
C21 H211 0.974 no
C31 C41 1.432(7) yes
C31 H311 0.975 no
C41 C51 1.436(7) yes
C41 C81 1.506(7) yes
C51 C61 1.417(8) yes
C51 H511 0.988 no
C61 H611 0.978 no
C71 H11 0.955 no
C71 H17 0.965 no
C71 H24 0.957 no
C81 C91 1.529(8) yes
C81 C101 1.515(8) yes
C81 H811 0.976 no
C91 H911 0.963 no
C91 H912 0.968 no
C91 H913 0.962 no
C101 H1011 0.962 no
C101 H1012 0.961 no
C101 H1013 0.959 no
N12 C22 1.344(6) yes
N12 C62 1.356(6) yes
C22 C32 1.376(7) yes
C22 H221 0.937 no
C32 C42 1.384(7) yes
C32 H321 0.928 no
C42 C52 1.393(7) yes
C42 H421 0.927 no
C52 C62 1.374(7) yes
C52 H521 0.937 no
C62 C72 1.504(6) yes
C72 O82 1.227(6) yes
C72 O92 1.289(6) yes
