#------------------------------------------------------------------------------
#$Date: 2016-02-16 22:30:59 +0200 (Tue, 16 Feb 2016) $
#$Revision: 176467 $
#$URL: svn://www.crystallography.net/cod/cif/4/33/65/4336571.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_4336571
loop_
_publ_author_name
'Sivaraman Jagadeesan'
'Vimalkumar Balasubramanian'
'Patric Baumann'
'Markus Neuburger'
'Daniel Häussinger'
'Cornelia G. Palivan'
_publ_section_title
;
 Water-Soluble Co(III) Complexes of Substituted Phenanthrolines with Cell
 Selective Anticancer Activity
;
_journal_name_full               'Inorganic Chemistry'
_journal_page_first              12535
_journal_page_last               12544
_journal_paper_doi               10.1021/ic4016228
_journal_volume                  52
_journal_year                    2013
_chemical_formula_moiety         'C28 H24 Cl2 Co N4, F6 P'
_chemical_formula_sum            'C28 H24 Cl2 Co F6 N4 P'
_chemical_formula_weight         691.33
_space_group_IT_number           15
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-C 2yc'
_symmetry_space_group_name_H-M   'C 1 2/c 1'
_atom_sites_solution_hydrogens   difmap
_atom_sites_solution_primary     direct
_cell_angle_alpha                90
_cell_angle_beta                 108.188(2)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   16.7159(7)
_cell_length_b                   14.2108(7)
_cell_length_c                   13.7130(6)
_cell_measurement_reflns_used    2678
_cell_measurement_temperature    123
_cell_measurement_theta_max      23
_cell_measurement_theta_min      4
_cell_volume                     3094.7(2)
_computing_cell_refinement       'Apex2 (Bruker AXS, 2006)'
_computing_data_collection       'Apex2 (Bruker AXS, 2006)'
_computing_data_reduction        'Apex2 (Bruker AXS, 2006)'
_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      123
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_device       Area
_diffrn_measurement_device_type  'Bruker Kappa Apex2'
_diffrn_measurement_method       'φ & ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.069
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_h_min       -21
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            19284
_diffrn_reflns_theta_full        27.514
_diffrn_reflns_theta_max         27.514
_diffrn_reflns_theta_min         1.923
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.840
_exptl_absorpt_correction_T_max  0.98
_exptl_absorpt_correction_T_min  0.96
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS (Siemens, 1996)'
_exptl_crystal_colour            brown
_exptl_crystal_density_diffrn    1.484
_exptl_crystal_description       block
_exptl_crystal_F_000             1400
_exptl_crystal_size_max          0.170
_exptl_crystal_size_mid          0.050
_exptl_crystal_size_min          0.020
_refine_diff_density_max         0.44
_refine_diff_density_min         -0.56
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.1857
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     192
_refine_ls_number_reflns         2107
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0911
_refine_ls_R_factor_gt           0.0539
_refine_ls_shift/su_max          0.0004402
_refine_ls_shift/su_mean         0.0000324
_refine_ls_structure_factor_coef F
_refine_ls_weighting_details
;
 Method, part 1, Chebychev polynomial, (Watkin, 1994, Prince, 1982) 
 [weight] = 1.0/[A₀*T₀(x)+A₁*T₁(x) ... +Aₙ₋₁]*Tₙ₋₁(x)] 
 where Ai are the Chebychev coefficients listed below and x= Fcalc/Fmax 
 Method = Robust Weighting (Prince, 1982) 
 W = [weight] * [1-(deltaF/6*sigmaF)²]² 
 Ai are: 
 0.413 0.323 0.218 
;
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_all         0.0932
_refine_ls_wR_factor_gt          0.0589
_refine_ls_wR_factor_ref         0.0563
_reflns_limit_h_max              20
_reflns_limit_h_min              -21
_reflns_limit_k_max              18
_reflns_limit_k_min              0
_reflns_limit_l_max              17
_reflns_limit_l_min              0
_reflns_number_gt                2330
_reflns_number_total             3542
_reflns_threshold_expression     I>2.0σ(I)
_oxford_diffrn_Wilson_B_factor   0.00
_oxford_diffrn_Wilson_scale      0.00
_oxford_refine_ls_r_factor_ref   0.0486
_oxford_refine_ls_scale          0.0760(2)
_oxford_reflns_number_all        3531
_oxford_reflns_threshold_expression_ref I>3.0\s(I)
_cod_data_source_file            ic4016228_si_003_3.cif
_cod_data_source_block           1
_cod_original_sg_symbol_H-M      'C 2/c'
_cod_original_formula_sum        'C28 H24 Cl2 Co1 F6 N4 P1'
_cod_database_code               4336571
#BEGIN Tags that were not found in dictionaries:
_iucr_refine_instruction_details_constraints
;
BLOCK SCALE X'S, U'S 
RIDE C   (   1,X'S) H   (  11,X'S) 
RIDE C   (   2,X'S) H   (  21,X'S) 
RIDE C   (   9,X'S) H   (  91,X'S) 
RIDE C   (  10,X'S) H   ( 101,X'S) 
RIDE C   (  11,X'S) H   ( 111,X'S) H   ( 112,X'S) H   ( 113,X'S) 
RIDE C   (  12,X'S) H   ( 121,X'S) 
RIDE C   (  13,X'S) H   ( 131,X'S) 
RIDE C   (  14,X'S) H   ( 141,X'S) H   ( 142,X'S) H   ( 143,X'S) 
END                                                                             
;
_iucr_refine_instruction_details_restraints
;
REM   HREST   START (DO NOT REMOVE THIS LINE) 
REM   HREST   END (DO NOT REMOVE THIS LINE) 
REM   SHIFTLIMIT   START (DO NOT REMOVE THIS LINE) 
REM 
REM   SHIFTLIMIT   END (DO NOT REMOVE THIS LINE) 
END                                                                             
;
#END Tags that were not found in dictionaries
loop_
_symmetry_equiv_pos_as_xyz
x,y,z
-x,-y,-z
x+1/2,y+1/2,z
-x+1/2,-y+1/2,-z
-x,y,-z+1/2
x,-y,z+1/2
-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
_atom_site_refinement_flags_adp
Co1 Co 0.5000 0.83290(5) 0.7500 0.0202 1.0000 Uani S T
Cl1 Cl 0.60031(6) 0.94262(7) 0.78157(7) 0.0290 1.0000 Uani . .
N1 N 0.4827(2) 0.8280(2) 0.6037(2) 0.0244 1.0000 Uani . .
N2 N 0.4140(2) 0.7359(2) 0.7200(2) 0.0262 1.0000 Uani . .
C1 C 0.5186(3) 0.8781(3) 0.5471(3) 0.0305 1.0000 Uani . .
C2 C 0.4942(3) 0.8702(3) 0.4406(3) 0.0338 1.0000 Uani . .
C3 C 0.4323(3) 0.8081(3) 0.3888(3) 0.0336 1.0000 Uani . .
C4 C 0.3947(3) 0.7525(3) 0.4482(3) 0.0284 1.0000 Uani . .
C5 C 0.4216(2) 0.7660(3) 0.5546(3) 0.0246 1.0000 Uani . .
C6 C 0.3849(2) 0.7142(3) 0.6184(3) 0.0243 1.0000 Uani . .
C7 C 0.3223(3) 0.6465(3) 0.5770(3) 0.0299 1.0000 Uani . .
C8 C 0.2891(3) 0.5979(3) 0.6456(4) 0.0385 1.0000 Uani . .
C9 C 0.3186(3) 0.6223(3) 0.7476(4) 0.0427 1.0000 Uani . .
C10 C 0.3803(3) 0.6910(3) 0.7824(3) 0.0340 1.0000 Uani . .
C11 C 0.4032(4) 0.8015(4) 0.2736(3) 0.0470 1.0000 Uani . .
C12 C 0.3304(3) 0.6825(3) 0.4076(3) 0.0340 1.0000 Uani . .
C13 C 0.2975(3) 0.6324(3) 0.4679(4) 0.0354 1.0000 Uani . .
C14 C 0.2238(4) 0.5229(4) 0.6068(5) 0.0560 1.0000 Uani . .
H11 H 0.5606 0.9203 0.5802 0.0358 1.0000 Uiso R .
H21 H 0.5200 0.9079 0.4038 0.0398 1.0000 Uiso R .
H91 H 0.2968 0.5922 0.7943 0.0500 1.0000 Uiso R .
H101 H 0.3980 0.7070 0.8515 0.0426 1.0000 Uiso R .
H111 H 0.3431 0.8076 0.2488 0.0690 1.0000 Uiso R .
H112 H 0.4191 0.7426 0.2529 0.0687 1.0000 Uiso R .
H113 H 0.4288 0.8503 0.2455 0.0689 1.0000 Uiso R .
H121 H 0.3110 0.6727 0.3369 0.0418 1.0000 Uiso R .
H131 H 0.2574 0.5867 0.4386 0.0419 1.0000 Uiso R .
H141 H 0.2054 0.5002 0.6616 0.0829 1.0000 Uiso R .
H142 H 0.2476 0.4717 0.5794 0.0830 1.0000 Uiso R .
H143 H 0.1770 0.5473 0.5533 0.0830 1.0000 Uiso R .
P1 P 0.7500 0.7500 0.5000 0.0479 1.0000 Uani S .
F1 F 0.7392(3) 0.7910(3) 0.6026(2) 0.0838 1.0000 Uani . .
F2 F 0.7735(3) 0.6516(2) 0.5550(2) 0.0813 1.0000 Uani . .
F3 F 0.6536(3) 0.7210(4) 0.4613(3) 0.1094 1.0000 Uani . .
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'
F 0.0171 0.0103 3.5392 10.2825 2.6412 4.2944 1.5170 0.2615 1.0243 26.1476
0.2776 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
P 0.1023 0.0942 6.4345 1.9067 4.1791 27.1570 1.7800 0.5260 1.4908 68.1645
1.1149 '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'
Co 0.3494 0.9721 12.2841 4.2791 7.3409 0.2784 4.0034 13.5359 2.3488 71.1692
1.0118 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
loop_
_geom_angle_atom_site_label_1
_geom_angle_site_symmetry_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
N2 5_656 Co1 N1 5_656 83.86(13) yes
N2 5_656 Co1 Cl1 5_656 178.46(10) yes
N1 5_656 Co1 Cl1 5_656 94.97(10) yes
N2 5_656 Co1 Cl1 . 89.63(10) yes
N1 5_656 Co1 Cl1 . 87.95(10) yes
Cl1 5_656 Co1 Cl1 . 91.32(6) yes
N2 5_656 Co1 N1 . 93.18(13) yes
N1 5_656 Co1 N1 . 175.8(2) yes
Cl1 5_656 Co1 N1 . 87.95(10) yes
Cl1 . Co1 N1 . 94.97(10) yes
N2 5_656 Co1 N2 . 89.4(2) yes
N1 5_656 Co1 N2 . 93.18(13) yes
Cl1 5_656 Co1 N2 . 89.63(10) yes
Cl1 . Co1 N2 . 178.46(10) yes
N1 . Co1 N2 . 83.86(13) yes
Co1 . N1 C1 . 129.6(3) yes
Co1 . N1 C5 . 112.6(3) yes
C1 . N1 C5 . 117.8(3) yes
Co1 . N2 C6 . 112.5(2) yes
Co1 . N2 C10 . 129.8(3) yes
C6 . N2 C10 . 117.6(4) yes
N1 . C1 C2 . 122.1(4) yes
N1 . C1 H11 . 118.2 no
C2 . C1 H11 . 119.7 no
C1 . C2 C3 . 121.4(4) yes
C1 . C2 H21 . 119.2 no
C3 . C2 H21 . 119.3 no
C2 . C3 C4 . 117.2(4) yes
C2 . C3 C11 . 121.9(4) yes
C4 . C3 C11 . 120.9(4) yes
C3 . C4 C5 . 117.9(4) yes
C3 . C4 C12 . 125.1(4) yes
C5 . C4 C12 . 117.0(4) yes
C4 . C5 N1 . 123.6(4) yes
C4 . C5 C6 . 120.8(4) yes
N1 . C5 C6 . 115.6(3) yes
C5 . C6 N2 . 115.3(3) yes
C5 . C6 C7 . 121.1(4) yes
N2 . C6 C7 . 123.6(4) yes
C6 . C7 C8 . 117.7(4) yes
C6 . C7 C13 . 116.9(4) yes
C8 . C7 C13 . 125.4(4) yes
C7 . C8 C9 . 117.6(4) yes
C7 . C8 C14 . 120.3(4) yes
C9 . C8 C14 . 122.1(4) yes
C8 . C9 C10 . 121.2(4) yes
C8 . C9 H91 . 119.3 no
C10 . C9 H91 . 119.5 no
C9 . C10 N2 . 122.4(4) yes
C9 . C10 H101 . 119.1 no
N2 . C10 H101 . 118.5 no
C3 . C11 H111 . 109.1 no
C3 . C11 H112 . 109.9 no
H111 . C11 H112 . 109.6 no
C3 . C11 H113 . 109.8 no
H111 . C11 H113 . 110.0 no
H112 . C11 H113 . 108.5 no
C4 . C12 C13 . 122.1(4) yes
C4 . C12 H121 . 118.7 no
C13 . C12 H121 . 119.3 no
C7 . C13 C12 . 122.1(4) yes
C7 . C13 H131 . 118.8 no
C12 . C13 H131 . 119.1 no
C8 . C14 H141 . 109.8 no
C8 . C14 H142 . 109.5 no
H141 . C14 H142 . 109.1 no
C8 . C14 H143 . 110.3 no
H141 . C14 H143 . 109.8 no
H142 . C14 H143 . 108.3 no
F3 4_666 P1 F1 4_666 90.4(3) yes
F3 4_666 P1 F2 4_666 90.3(3) yes
F1 4_666 P1 F2 4_666 88.96(17) yes
F3 4_666 P1 F1 . 89.6(3) yes
F1 4_666 P1 F1 . 179.993 yes
F2 4_666 P1 F1 . 91.04(17) yes
F3 4_666 P1 F2 . 89.7(3) yes
F1 4_666 P1 F2 . 91.04(17) yes
F2 4_666 P1 F2 . 179.993 yes
F1 . P1 F2 . 88.96(17) yes
F3 4_666 P1 F3 . 179.993 yes
F1 4_666 P1 F3 . 89.6(3) yes
F2 4_666 P1 F3 . 89.7(3) yes
F1 . P1 F3 . 90.4(3) yes
F2 . P1 F3 . 90.3(3) yes
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
Co1 N2 5_656 1.941(3) yes
Co1 N1 5_656 1.936(3) yes
Co1 Cl1 5_656 2.2310(11) yes
Co1 Cl1 . 2.2310(11) yes
Co1 N1 . 1.936(3) yes
Co1 N2 . 1.941(3) yes
N1 C1 . 1.328(5) yes
N1 C5 . 1.358(5) yes
N2 C6 . 1.360(5) yes
N2 C10 . 1.326(5) yes
C1 C2 . 1.393(5) yes
C1 H11 . 0.926 no
C2 C3 . 1.377(6) yes
C2 H21 . 0.930 no
C3 C4 . 1.415(6) yes
C3 C11 . 1.503(6) yes
C4 C5 . 1.399(5) yes
C4 C12 . 1.443(6) yes
C5 C6 . 1.421(5) yes
C6 C7 . 1.404(5) yes
C7 C8 . 1.413(6) yes
C7 C13 . 1.436(6) yes
C8 C9 . 1.375(7) yes
C8 C14 . 1.499(6) yes
C9 C10 . 1.392(6) yes
C9 H91 . 0.934 no
C10 H101 . 0.929 no
C11 H111 . 0.958 no
C11 H112 . 0.948 no
C11 H113 . 0.956 no
C12 C13 . 1.332(7) yes
C12 H121 . 0.932 no
C13 H131 . 0.931 no
C14 H141 . 0.954 no
C14 H142 . 0.961 no
C14 H143 . 0.955 no
P1 F3 4_666 1.586(5) yes
P1 F1 4_666 1.585(3) yes
P1 F2 4_666 1.579(3) yes
P1 F1 . 1.585(3) yes
P1 F2 . 1.579(3) yes
P1 F3 . 1.586(5) yes
