#------------------------------------------------------------------------------
#$Date: 2016-03-23 22:10:53 +0200 (Wed, 23 Mar 2016) $
#$Revision: 179470 $
#$URL: svn://www.crystallography.net/cod/cif/4/33/67/4336701.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_4336701
loop_
_publ_author_name
'Charalampos Triantis'
'Theodoros Tsotakos'
'Charalampos Tsoukalas'
'Marina Sagnou'
'Catherine Raptopoulou'
'Aris Terzis'
'Vassilis Psycharis'
'Maria Pelecanou'
'Ioannis Pirmettis'
'Minas Papadopoulos'
_publ_section_title
;
 Synthesis and Characterization of fac-[M(CO)3(P)(OO)] and
 cis-trans-[M(CO)2(P)2(OO)] Complexes (M = Re,99mTc) with Acetylacetone
 and Curcumin as OO Donor Bidentate Ligands
;
_journal_name_full               'Inorganic Chemistry'
_journal_page_first              12995
_journal_page_last               13003
_journal_paper_doi               10.1021/ic401503b
_journal_volume                  52
_journal_year                    2013
_chemical_formula_sum            'C33 H33 O4 P2 Re'
_chemical_formula_weight         741.73
_chemical_name_systematic
;
 ?
;
_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   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.0000(10)
_cell_angle_beta                 104.730(1)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   21.7703(4)
_cell_length_b                   9.1874(1)
_cell_length_c                   16.2740(3)
_cell_measurement_reflns_used    20867
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      71.94
_cell_measurement_theta_min      7.30
_cell_volume                     3148.03(9)
_computing_cell_refinement       'CrystalClear, Rigaku MSC, 2005'
_computing_data_collection       'CrystalClear, Rigaku MSC, 2005'
_computing_data_reduction        'CrystalClear, Rigaku MSC, 2005'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.961
_diffrn_measured_fraction_theta_max 0.961
_diffrn_measurement_device_type  'Rigaku R-AXIS SPIDER IPDS'
_diffrn_measurement_method       'θ scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0417
_diffrn_reflns_av_sigmaI/netI    0.0253
_diffrn_reflns_limit_h_max       25
_diffrn_reflns_limit_h_min       -25
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            20253
_diffrn_reflns_theta_full        65.00
_diffrn_reflns_theta_max         65.00
_diffrn_reflns_theta_min         7.30
_exptl_absorpt_coefficient_mu    8.788
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.341
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_process_details   'CrystalClear, Rigaku MSC, 2005'
_exptl_crystal_colour            light-green
_exptl_crystal_density_diffrn    1.565
_exptl_crystal_description       parallelepiped
_exptl_crystal_F_000             1472
_exptl_crystal_size_max          0.41
_exptl_crystal_size_mid          0.29
_exptl_crystal_size_min          0.11
_refine_diff_density_max         0.856
_refine_diff_density_min         -1.057
_refine_diff_density_rms         0.075
_refine_ls_extinction_coef       0.00067(4)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.072
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     227
_refine_ls_number_reflns         2570
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.072
_refine_ls_R_factor_all          0.0229
_refine_ls_R_factor_gt           0.0224
_refine_ls_shift/su_max          0.004
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0348P)²+2.7469P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0560
_refine_ls_wR_factor_ref         0.0565
_reflns_number_gt                2520
_reflns_number_total             2570
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ic401503b_si_002_4.cif
_cod_data_source_block           compound7
_cod_database_code               4336701
loop_
_symmetry_equiv_pos_as_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'
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
Re Re 0.0000 0.145709(16) 0.7500 0.02917(11) Uani 1 2 d S
P P 0.08934(4) 0.15966(8) 0.87240(6) 0.0368(2) Uani 1 1 d .
C1 C 0.07555(17) 0.2724(4) 0.9581(2) 0.0562(9) Uani 1 1 d .
H1A H 0.0363 0.2444 0.9701 0.079 Uiso 1 1 calc R
H1B H 0.0733 0.3728 0.9412 0.079 Uiso 1 1 calc R
H1C H 0.1098 0.2594 1.0080 0.079 Uiso 1 1 calc R
C2 C 0.16260(13) 0.2329(3) 0.8531(2) 0.0431(8) Uani 1 1 d .
C3 C 0.18031(19) 0.1923(5) 0.7810(3) 0.0635(10) Uani 1 1 d .
C4 C 0.23620(19) 0.2414(6) 0.7649(4) 0.0792(14) Uani 1 1 d .
C5 C 0.2745(2) 0.3345(5) 0.8198(4) 0.0776(16) Uani 1 1 d .
C6 C 0.2568(2) 0.3809(6) 0.8902(4) 0.0764(16) Uani 1 1 d .
C7 C 0.20135(19) 0.3301(4) 0.9088(3) 0.0574(10) Uani 1 1 d .
C8 C 0.11319(13) -0.0159(4) 0.9239(2) 0.0418(7) Uani 1 1 d .
C9 C 0.1506(3) -0.1101(6) 0.8926(4) 0.0818(16) Uani 1 1 d .
C10 C 0.1664(3) -0.2459(6) 0.9297(4) 0.106(2) Uani 1 1 d .
C11 C 0.1446(3) -0.2871(5) 0.9984(4) 0.0818(14) Uani 1 1 d .
C12 C 0.1076(2) -0.1958(6) 1.0295(3) 0.0672(11) Uani 1 1 d .
C13 C 0.09127(17) -0.0602(5) 0.9924(3) 0.0552(9) Uani 1 1 d .
O21 O -0.06019(12) -0.0945(3) 0.83216(18) 0.0578(7) Uani 1 1 d .
C21 C -0.03725(13) -0.0026(3) 0.8005(2) 0.0357(7) Uani 1 1 d .
O31 O 0.04273(11) 0.3173(2) 0.69585(17) 0.0443(6) Uani 1 1 d .
C31 C 0.0810(3) 0.5427(5) 0.6646(4) 0.119(3) Uani 1 1 d .
H31A H 0.1178 0.4866 0.6628 0.166 Uiso 1 1 calc R
H31B H 0.0940 0.6298 0.6969 0.166 Uiso 1 1 calc R
H31C H 0.0581 0.5681 0.6078 0.166 Uiso 1 1 calc R
C32 C 0.0387(2) 0.4540(4) 0.7059(3) 0.0644(11) Uani 1 1 d .
C33 C 0.0000 0.5217(6) 0.7500 0.094(3) Uani 1 2 d S
H3 H 0.157(2) 0.131(4) 0.744(3) 0.068(14) Uiso 1 1 d .
H4 H 0.246(2) 0.219(6) 0.711(3) 0.097(17) Uiso 1 1 d .
H5 H 0.316(3) 0.372(5) 0.811(4) 0.11(2) Uiso 1 1 d .
H6 H 0.277(2) 0.437(6) 0.926(3) 0.097(18) Uiso 1 1 d .
H7 H 0.185(2) 0.363(4) 0.964(4) 0.079(16) Uiso 1 1 d .
H9 H 0.165(2) -0.085(6) 0.836(4) 0.108(17) Uiso 1 1 d .
H10 H 0.199(3) -0.299(8) 0.920(4) 0.14(2) Uiso 1 1 d .
H11 H 0.160(3) -0.372(6) 1.027(4) 0.12(2) Uiso 1 1 d .
H12 H 0.0947(19) -0.219(5) 1.079(3) 0.068(12) Uiso 1 1 d .
H13 H 0.0667(19) 0.006(5) 1.018(3) 0.073(12) Uiso 1 1 d .
H33 H 0.0000 0.627(9) 0.7500 0.12(3) Uiso 1 2 d S
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.2955 0.4335 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Re Re -5.2083 5.8923 '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
C21 Re C21 87.02(19) . 2_556
C21 Re O31 178.42(11) . .
C21 Re O31 94.19(13) 2_556 .
C21 Re O31 94.19(13) . 2_556
C21 Re O31 178.42(10) 2_556 2_556
O31 Re O31 84.62(13) . 2_556
C21 Re P 91.39(9) . .
C21 Re P 93.03(9) 2_556 .
O31 Re P 87.54(7) . .
O31 Re P 87.95(7) 2_556 .
C21 Re P 93.03(9) . 2_556
C21 Re P 91.39(9) 2_556 2_556
O31 Re P 87.95(7) . 2_556
O31 Re P 87.54(7) 2_556 2_556
P Re P 173.90(3) . 2_556
C1 P C2 104.04(17) . .
C1 P C8 103.47(17) . .
C2 P C8 104.14(14) . .
C1 P Re 114.06(13) . .
C2 P Re 115.69(11) . .
C8 P Re 114.04(10) . .
P C1 H1A 109.5 . .
P C1 H1B 109.5 . .
H1A C1 H1B 109.5 . .
P C1 H1C 109.5 . .
H1A C1 H1C 109.5 . .
H1B C1 H1C 109.5 . .
C3 C2 C7 118.3(3) . .
C3 C2 P 119.4(3) . .
C7 C2 P 122.2(3) . .
C2 C3 C4 121.6(4) . .
C2 C3 H3 121(3) . .
C4 C3 H3 118(3) . .
C5 C4 C3 120.2(5) . .
C5 C4 H4 119(3) . .
C3 C4 H4 121(3) . .
C4 C5 C6 119.4(4) . .
C4 C5 H5 123(4) . .
C6 C5 H5 118(4) . .
C5 C6 C7 121.4(5) . .
C5 C6 H6 125(4) . .
C7 C6 H6 113(4) . .
C2 C7 C6 119.1(5) . .
C2 C7 H7 116(3) . .
C6 C7 H7 125(3) . .
C9 C8 C13 118.2(4) . .
C9 C8 P 120.8(3) . .
C13 C8 P 120.9(3) . .
C8 C9 C10 120.6(5) . .
C8 C9 H9 121(3) . .
C10 C9 H9 118(3) . .
C11 C10 C9 120.1(5) . .
C11 C10 H10 116(4) . .
C9 C10 H10 122(4) . .
C12 C11 C10 119.8(5) . .
C12 C11 H11 120(4) . .
C10 C11 H11 120(4) . .
C11 C12 C13 120.4(4) . .
C11 C12 H12 121(3) . .
C13 C12 H12 118(3) . .
C8 C13 C12 120.8(4) . .
C8 C13 H13 120(3) . .
C12 C13 H13 119(3) . .
O21 C21 Re 179.7(3) . .
C32 O31 Re 128.7(2) . .
C32 C31 H31A 109.5 . .
C32 C31 H31B 109.5 . .
H31A C31 H31B 109.5 . .
C32 C31 H31C 109.5 . .
H31A C31 H31C 109.5 . .
H31B C31 H31C 109.5 . .
O31 C32 C33 125.5(4) . .
O31 C32 C31 113.9(4) . .
C33 C32 C31 120.6(4) . .
C32 C33 C32 126.7(5) 2_556 .
C32 C33 H33 116.7(3) 2_556 .
C32 C33 H33 116.7(3) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Re C21 1.878(3) .
Re C21 1.878(3) 2_556
Re O31 2.132(2) .
Re O31 2.132(2) 2_556
Re P 2.4076(9) .
Re P 2.4076(9) 2_556
P C1 1.822(4) .
P C2 1.830(3) .
P C8 1.831(3) .
C1 H1A 0.9600 .
C1 H1B 0.9600 .
C1 H1C 0.9600 .
C2 C3 1.376(5) .
C2 C7 1.394(5) .
C3 C4 1.384(5) .
C3 H3 0.89(4) .
C4 C5 1.359(7) .
C4 H4 0.98(5) .
C5 C6 1.367(8) .
C5 H5 1.01(6) .
C6 C7 1.398(7) .
C6 H6 0.82(5) .
C7 H7 1.09(6) .
C8 C9 1.372(6) .
C8 C13 1.380(5) .
C9 C10 1.391(7) .
C9 H9 1.07(6) .
C10 C11 1.375(7) .
C10 H10 0.91(7) .
C11 C12 1.347(7) .
C11 H11 0.93(6) .
C12 C13 1.391(6) .
C12 H12 0.94(4) .
C13 H13 0.97(4) .
O21 C21 1.166(4) .
O31 C32 1.273(4) .
C31 C32 1.510(5) .
C31 H31A 0.9600 .
C31 H31B 0.9600 .
C31 H31C 0.9600 .
C32 C33 1.385(5) .
C33 C32 1.385(5) 2_556
C33 H33 0.97(8) .
