#------------------------------------------------------------------------------
#$Date: 2016-03-23 16:06:29 +0200 (Wed, 23 Mar 2016) $
#$Revision: 179362 $
#$URL: svn://www.crystallography.net/cod/cif/4/32/59/4325994.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_4325994
loop_
_publ_author_name
'Dongmei Li'
'Xiaohe Tian'
'Guiju Hu'
'Qiong Zhang'
'Peng Wang'
'Pingping Sun'
'Hongping Zhou'
'Xiangming Meng'
'Jiaxiang Yang'
'Jieying Wu'
'Baokang Jin'
'Shengyi Zhang'
'Xutang Tao'
'Yupeng Tian'
_publ_section_title
;
 Synthesis, Crystal Structures, Photophysical Properties, and Bioimaging
 of Living Cells of Bis-β-Diketonate Phenothiazine Ligands and Its Cyclic
 Dinuclear Complexes
;
_journal_name_full               'Inorganic Chemistry'
_journal_page_first              7997
_journal_page_last               8006
_journal_paper_doi               10.1021/ic200150h
_journal_volume                  50
_journal_year                    2011
_chemical_formula_moiety         'C64 H46 Co2 F12 N6 O8 S2'
_chemical_formula_sum            'C64 H46 Co2 F12 N6 O8 S2'
_chemical_formula_weight         1437.05
_chemical_name_systematic
;
 ?
;
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                89.497(11)
_cell_angle_beta                 83.290(11)
_cell_angle_gamma                66.211(11)
_cell_formula_units_Z            1
_cell_length_a                   8.7278(14)
_cell_length_b                   10.0793(15)
_cell_length_c                   19.420(3)
_cell_measurement_reflns_used    3146
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      24.99
_cell_measurement_theta_min      2.41
_cell_volume                     1551.1(4)
_computing_cell_refinement       'Bruker SMART'
_computing_data_collection       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      296(2)
_diffrn_measured_fraction_theta_full 0.988
_diffrn_measured_fraction_theta_max 0.988
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0614
_diffrn_reflns_av_sigmaI/netI    0.0585
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_number            29017
_diffrn_reflns_theta_full        27.57
_diffrn_reflns_theta_max         27.57
_diffrn_reflns_theta_min         2.11
_exptl_absorpt_coefficient_mu    0.699
_exptl_absorpt_correction_T_max  0.9593
_exptl_absorpt_correction_T_min  0.8502
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   SADBS;Bruker,2000
_exptl_crystal_colour            red
_exptl_crystal_density_diffrn    1.538
_exptl_crystal_density_meas      0
_exptl_crystal_description       flake
_exptl_crystal_F_000             730
_exptl_crystal_size_max          0.24
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.06
_refine_diff_density_max         0.767
_refine_diff_density_min         -0.588
_refine_diff_density_rms         0.063
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.039
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     425
_refine_ls_number_reflns         7108
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.039
_refine_ls_R_factor_all          0.1065
_refine_ls_R_factor_gt           0.0569
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0760P)²+0.5003P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1426
_refine_ls_wR_factor_ref         0.1668
_reflns_number_gt                4101
_reflns_number_total             7108
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ic200150h_si_009.cif
_cod_data_source_block           p1bar
_cod_original_cell_volume        1551.2(4)
_cod_original_sg_symbol_H-M      'P -1 '
_cod_database_code               4325994
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
Co1 Co 0.76546(6) 0.99660(5) 0.69292(2) 0.04864(18) Uani 1 1 d .
S1 S 1.18403(14) 0.76245(10) 0.97744(5) 0.0562(3) Uani 1 1 d .
O1 O 0.7632(4) 0.8306(3) 0.63316(13) 0.0578(7) Uani 1 1 d .
O2 O 0.9107(3) 0.8430(2) 0.75488(13) 0.0550(7) Uani 1 1 d .
O3 O 0.6112(3) 1.1655(3) 0.64054(12) 0.0540(6) Uani 1 1 d .
O4 O 0.7706(3) 1.1461(2) 0.76339(12) 0.0514(6) Uani 1 1 d .
N1 N 0.9822(4) 0.9925(3) 0.62633(15) 0.0510(7) Uani 1 1 d .
N2 N 0.5322(4) 0.9985(3) 0.75157(16) 0.0589(8) Uani 1 1 d .
N3 N 1.3033(4) 0.4273(3) 0.98101(14) 0.0460(7) Uani 1 1 d .
C1 C 0.7619(8) 0.6070(5) 0.6049(3) 0.0801(15) Uani 1 1 d .
C2 C 0.8048(5) 0.7030(4) 0.65259(19) 0.0495(9) Uani 1 1 d .
C3 C 0.8861(5) 0.6379(4) 0.70848(19) 0.0518(9) Uani 1 1 d .
H3 H 0.9086 0.5405 0.7145 0.062 Uiso 1 1 calc R
C4 C 0.9374(4) 0.7102(4) 0.75712(18) 0.0454(8) Uani 1 1 d .
C5 C 1.0308(4) 0.6303(4) 0.81497(17) 0.0436(8) Uani 1 1 d .
C6 C 1.0848(5) 0.4822(4) 0.8233(2) 0.0530(9) Uani 1 1 d .
H6 H 1.0629 0.4258 0.7914 0.064 Uiso 1 1 calc R
C7 C 1.1709(5) 0.4169(4) 0.87845(19) 0.0525(9) Uani 1 1 d .
H7 H 1.2049 0.3174 0.8827 0.063 Uiso 1 1 calc R
C8 C 1.2082(4) 0.4956(4) 0.92780(17) 0.0439(8) Uani 1 1 d .
C9 C 1.1494(4) 0.6470(3) 0.91973(17) 0.0425(8) Uani 1 1 d .
C10 C 1.0639(4) 0.7095(4) 0.86438(17) 0.0448(8) Uani 1 1 d .
H10 H 1.0271 0.8093 0.8602 0.054 Uiso 1 1 calc R
C11 C 1.3884(4) 0.2669(3) 0.97737(19) 0.0477(9) Uani 1 1 d .
H11A H 1.4897 0.2375 1.0000 0.057 Uiso 1 1 calc R
H11B H 1.4225 0.2337 0.9291 0.057 Uiso 1 1 calc R
C12 C 1.2798(5) 0.1945(4) 1.0106(2) 0.0631(11) Uani 1 1 d .
H12A H 1.2370 0.2333 1.0572 0.095 Uiso 1 1 calc R
H12B H 1.3457 0.0920 1.0113 0.095 Uiso 1 1 calc R
H12C H 1.1872 0.2120 0.9844 0.095 Uiso 1 1 calc R
C13 C 1.3043(4) 0.4995(3) 1.04250(17) 0.0418(8) Uani 1 1 d .
C14 C 1.3669(5) 0.4240(4) 1.10035(19) 0.0534(9) Uani 1 1 d .
H14 H 1.4024 0.3237 1.0991 0.064 Uiso 1 1 calc R
C15 C 1.2489(4) 0.7202(4) 1.10929(17) 0.0432(8) Uani 1 1 d .
H15 H 1.2030 0.8211 1.1126 0.052 Uiso 1 1 calc R
C16 C 1.2457(4) 0.6517(3) 1.04852(17) 0.0418(8) Uani 1 1 d .
C17 C 0.3930(6) 1.3888(5) 0.6243(2) 0.0679(12) Uani 1 1 d .
C18 C 0.5307(5) 1.2915(4) 0.66702(19) 0.0495(9) Uani 1 1 d .
C19 C 0.5475(5) 1.3523(4) 0.72745(19) 0.0523(9) Uani 1 1 d .
H19 H 0.4743 1.4479 0.7397 0.063 Uiso 1 1 calc R
C20 C 0.6700(4) 1.2776(4) 0.77227(17) 0.0452(8) Uani 1 1 d .
C21 C 0.6808(4) 1.3575(4) 0.83415(17) 0.0439(8) Uani 1 1 d .
C22 C 0.6218(5) 1.5079(4) 0.84091(19) 0.0531(9) Uani 1 1 d .
H22 H 0.5734 1.5637 0.8045 0.064 Uiso 1 1 calc R
C23 C 1.1083(6) 0.8684(5) 0.6036(2) 0.0709(12) Uani 1 1 d .
H23 H 1.1076 0.7826 0.6213 0.085 Uiso 1 1 calc R
C24 C 1.2396(7) 0.8607(7) 0.5552(3) 0.0944(17) Uani 1 1 d .
H24 H 1.3254 0.7713 0.5404 0.113 Uiso 1 1 calc R
C25 C 1.2427(8) 0.9855(9) 0.5292(3) 0.0965(18) Uani 1 1 d .
H25 H 1.3304 0.9831 0.4963 0.116 Uiso 1 1 calc R
C26 C 1.1150(8) 1.1138(7) 0.5522(3) 0.0900(16) Uani 1 1 d .
H26 H 1.1139 1.2008 0.5354 0.108 Uiso 1 1 calc R
C27 C 0.9872(6) 1.1131(5) 0.6007(2) 0.0698(12) Uani 1 1 d .
H27 H 0.9003 1.2014 0.6163 0.084 Uiso 1 1 calc R
C28 C 0.3965(7) 1.0223(6) 0.7194(3) 0.0934(17) Uani 1 1 d .
H28 H 0.4023 1.0377 0.6721 0.112 Uiso 1 1 calc R
C29 C 0.2473(8) 1.0248(8) 0.7546(4) 0.115(2) Uani 1 1 d .
H29 H 0.1548 1.0421 0.7309 0.138 Uiso 1 1 calc R
C30 C 0.2371(7) 1.0020(6) 0.8229(4) 0.0955(17) Uani 1 1 d .
H30 H 0.1382 1.0030 0.8472 0.115 Uiso 1 1 calc R
C31 C 0.3758(7) 0.9772(5) 0.8558(3) 0.0788(14) Uani 1 1 d .
H31 H 0.3730 0.9609 0.9030 0.095 Uiso 1 1 calc R
C32 C 0.5181(6) 0.9768(4) 0.8184(2) 0.0632(11) Uani 1 1 d .
H32 H 0.6112 0.9601 0.8416 0.076 Uiso 1 1 calc R
F1 F 0.7970(12) 0.6208(7) 0.54319(19) 0.251(4) Uani 1 1 d .
F2 F 0.6034(7) 0.6474(6) 0.6092(5) 0.251(4) Uani 1 1 d .
F3 F 0.8128(6) 0.4752(3) 0.6169(2) 0.1475(17) Uani 1 1 d .
F4 F 0.2841(5) 1.3352(4) 0.6175(3) 0.1576(18) Uani 1 1 d .
F5 F 0.4593(4) 1.4025(4) 0.56131(15) 0.1263(13) Uani 1 1 d .
F6 F 0.3079(4) 1.5219(3) 0.64920(15) 0.1032(10) Uani 1 1 d .
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'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Co Co 0.3494 0.9721 'International Tables Vol C Tables 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_site_symmetry_1
_geom_angle_site_symmetry_3
O3 Co1 O2 173.63(10) . .
O3 Co1 O1 97.71(10) . .
O2 Co1 O1 87.95(10) . .
O3 Co1 O4 88.48(10) . .
O2 Co1 O4 85.68(9) . .
O1 Co1 O4 172.70(9) . .
O3 Co1 N1 90.26(11) . .
O2 Co1 N1 92.67(11) . .
O1 Co1 N1 89.72(11) . .
O4 Co1 N1 94.13(11) . .
O3 Co1 N2 86.37(11) . .
O2 Co1 N2 91.16(11) . .
O1 Co1 N2 85.99(12) . .
O4 Co1 N2 90.57(11) . .
N1 Co1 N2 174.15(11) . .
C9 S1 C16 102.13(16) . .
C2 O1 Co1 123.7(2) . .
C4 O2 Co1 128.6(2) . .
C18 O3 Co1 123.3(2) . .
C20 O4 Co1 127.0(2) . .
C27 N1 C23 117.2(4) . .
C27 N1 Co1 121.1(3) . .
C23 N1 Co1 121.3(3) . .
C32 N2 C28 116.7(4) . .
C32 N2 Co1 122.9(3) . .
C28 N2 Co1 120.3(3) . .
C8 N3 C13 123.9(3) . .
C8 N3 C11 118.2(3) . .
C13 N3 C11 117.3(3) . .
F1 C1 F3 109.3(6) . .
F1 C1 F2 101.2(6) . .
F3 C1 F2 103.0(6) . .
F1 C1 C2 113.7(5) . .
F3 C1 C2 117.6(4) . .
F2 C1 C2 110.2(5) . .
O1 C2 C3 129.8(3) . .
O1 C2 C1 113.5(3) . .
C3 C2 C1 116.6(3) . .
C2 C3 C4 124.1(3) . .
O2 C4 C3 123.5(3) . .
O2 C4 C5 115.7(3) . .
C3 C4 C5 120.8(3) . .
C10 C5 C6 117.2(3) . .
C10 C5 C4 118.0(3) . .
C6 C5 C4 124.8(3) . .
C7 C6 C5 121.0(3) . .
C6 C7 C8 122.1(3) . .
C7 C8 N3 121.6(3) . .
C7 C8 C9 116.4(3) . .
N3 C8 C9 122.0(3) . .
C10 C9 C8 120.3(3) . .
C10 C9 S1 117.3(3) . .
C8 C9 S1 122.4(3) . .
C5 C10 C9 122.8(3) . .
N3 C11 C12 113.5(3) . .
C14 C13 N3 121.7(3) . .
C14 C13 C16 116.2(3) . .
N3 C13 C16 122.1(3) . .
C22 C14 C13 122.3(3) 2_777 .
C16 C15 C21 122.0(3) . 2_777
C15 C16 C13 121.1(3) . .
C15 C16 S1 116.5(2) . .
C13 C16 S1 122.1(3) . .
F4 C17 F6 106.6(4) . .
F4 C17 F5 107.4(4) . .
F6 C17 F5 104.7(4) . .
F4 C17 C18 111.4(4) . .
F6 C17 C18 115.4(4) . .
F5 C17 C18 110.8(4) . .
O3 C18 C19 129.8(3) . .
O3 C18 C17 113.2(3) . .
C19 C18 C17 117.0(3) . .
C18 C19 C20 124.0(3) . .
O4 C20 C19 124.2(3) . .
O4 C20 C21 117.0(3) . .
C19 C20 C21 118.8(3) . .
C22 C21 C15 116.4(3) . 2_777
C22 C21 C20 124.3(3) . .
C15 C21 C20 119.3(3) 2_777 .
C14 C22 C21 121.8(3) 2_777 .
N1 C23 C24 123.0(5) . .
C25 C24 C23 119.1(5) . .
C26 C25 C24 118.6(5) . .
C25 C26 C27 119.1(5) . .
N1 C27 C26 123.0(4) . .
N2 C28 C29 122.0(5) . .
C30 C29 C28 119.8(5) . .
C29 C30 C31 118.3(5) . .
C32 C31 C30 119.1(5) . .
N2 C32 C31 124.1(4) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Co1 O3 2.046(2) .
Co1 O2 2.048(2) .
Co1 O1 2.053(3) .
Co1 O4 2.062(2) .
Co1 N1 2.150(3) .
Co1 N2 2.207(3) .
S1 C9 1.757(3) .
S1 C16 1.761(3) .
O1 C2 1.254(4) .
O2 C4 1.264(4) .
O3 C18 1.256(4) .
O4 C20 1.260(4) .
N1 C27 1.324(5) .
N1 C23 1.325(5) .
N2 C32 1.313(5) .
N2 C28 1.338(6) .
N3 C8 1.399(4) .
N3 C13 1.406(4) .
N3 C11 1.480(4) .
C1 F1 1.224(6) .
C1 F3 1.248(5) .
C1 F2 1.267(7) .
C1 C2 1.523(6) .
C2 C3 1.380(5) .
C3 C4 1.413(5) .
C4 C5 1.498(5) .
C5 C10 1.380(5) .
C5 C6 1.387(5) .
C6 C7 1.385(5) .
C7 C8 1.396(5) .
C8 C9 1.414(4) .
C9 C10 1.380(4) .
C11 C12 1.501(5) .
C13 C14 1.391(5) .
C13 C16 1.409(5) .
C14 C22 1.370(5) 2_777
C15 C16 1.381(5) .
C15 C21 1.397(4) 2_777
C17 F4 1.287(5) .
C17 F6 1.307(5) .
C17 F5 1.322(5) .
C17 C18 1.537(5) .
C18 C19 1.378(5) .
C19 C20 1.422(5) .
C20 C21 1.485(5) .
C21 C22 1.393(5) .
C21 C15 1.397(4) 2_777
C22 C14 1.370(5) 2_777
C23 C24 1.371(7) .
C24 C25 1.362(8) .
C25 C26 1.358(8) .
C26 C27 1.376(7) .
C28 C29 1.389(8) .
C29 C30 1.344(8) .
C30 C31 1.367(7) .
C31 C32 1.362(6) .
