#------------------------------------------------------------------------------
#$Date: 2016-02-16 22:30:59 +0200 (Tue, 16 Feb 2016) $
#$Revision: 176467 $
#$URL: svn://www.crystallography.net/cod/cif/4/30/44/4304427.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_4304427
loop_
_publ_author_name
'Aris Chiotellis'
'Charalambos Tsoukalas'
'Maria Pelecanou'
'Catherine Raptopoulou'
'Aris Terzis'
'Minas Papadopoulos'
'Zetta Papadopoulou-Daifoti'
'Ioannis Pirmettis'
_publ_section_title
;
Convenient Route Leading to Neutralfac-M(CO)3(NNO) Complexes (M = Re,99mTc)
Coupled to Amine Pharmacophores
;
_journal_name_full               'Inorganic Chemistry'
_journal_page_first              2601
_journal_page_last               2607
_journal_paper_doi               10.1021/ic7019268
_journal_volume                  47
_journal_year                    2008
_chemical_formula_sum            'C17 H20 Br Ca0.5 N3 O7 Re'
_chemical_formula_weight         664.51
_chemical_name_systematic
;
 ?
;
_space_group_IT_number           20
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  'C 2c 2'
_symmetry_space_group_name_H-M   'C 2 2 21'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_formula_units_Z            8
_cell_length_a                   22.475(9)
_cell_length_b                   6.782(2)
_cell_length_c                   28.418(11)
_cell_measurement_reflns_used    25
_cell_measurement_temperature    298
_cell_measurement_theta_max      27
_cell_measurement_theta_min      11
_cell_volume                     4332(3)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-86 (Sheldrick, 1986)'
_diffrn_ambient_temperature      298
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'P21 Nicolet upgraded by Crystal Logic'
_diffrn_measurement_method       θ/2θ
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54180
_diffrn_reflns_av_R_equivalents  0.0455
_diffrn_reflns_av_sigmaI/netI    0.0531
_diffrn_reflns_limit_h_max       25
_diffrn_reflns_limit_h_min       -25
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       32
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            3856
_diffrn_reflns_theta_full        62.53
_diffrn_reflns_theta_max         62.53
_diffrn_reflns_theta_min         3.93
_diffrn_standards_decay_%        -0.4
_diffrn_standards_interval_count 97
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    14.560
_exptl_absorpt_correction_T_max  1.00
_exptl_absorpt_correction_T_min  0.43
_exptl_absorpt_correction_type   'psi-scan empirical'
_exptl_crystal_colour            yellowish
_exptl_crystal_density_diffrn    2.038
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       parall
_exptl_crystal_F_000             2552
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.02
_refine_diff_density_max         1.240
_refine_diff_density_min         -1.205
_refine_diff_density_rms         0.163
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.08(3)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.019
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     267
_refine_ls_number_reflns         3465
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.019
_refine_ls_R_factor_all          0.0622
_refine_ls_R_factor_gt           0.0541
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0853P)²+72.6304P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1388
_refine_ls_wR_factor_ref         0.1473
_reflns_number_gt                3113
_reflns_number_total             3465
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ic7019268-file002.cif
_cod_data_source_block           recarb
_cod_original_formula_sum        'C17 H20 Br Ca0.50 N3 O7 Re'
_cod_database_code               4304427
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, z+1/2'
'-x, y, -z+1/2'
'x, -y, -z'
'x+1/2, y+1/2, z'
'-x+1/2, -y+1/2, z+1/2'
'-x+1/2, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -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
_atom_site_disorder_assembly
_atom_site_disorder_group
Re1 Re 0.96540(3) 0.11591(9) 0.15198(2) 0.0447(2) Uani 1 1 d . . .
N1 N 0.9054(5) -0.0342(19) 0.1040(4) 0.047(3) Uani 1 1 d . . .
N2 N 1.0259(4) -0.1040(18) 0.1139(3) 0.040(2) Uani 1 1 d . . .
O1 O 0.9856(4) 0.2725(12) 0.0899(3) 0.046(2) Uani 1 1 d . . .
C21 C 1.0245(8) 0.237(2) 0.1883(6) 0.058(4) Uani 1 1 d . . .
C22 C 0.9112(9) 0.308(3) 0.1745(6) 0.070(5) Uani 1 1 d . . .
C23 C 0.9462(8) -0.047(2) 0.2040(6) 0.058(4) Uani 1 1 d . . .
C1 C 0.8515(7) 0.036(3) 0.0879(6) 0.060(4) Uani 1 1 d . . .
H1 H 0.8370 0.1547 0.0994 0.078 Uiso 1 1 calc R . .
C2 C 0.8192(7) -0.065(3) 0.0557(6) 0.066(5) Uani 1 1 d . . .
H2 H 0.7824 -0.0158 0.0463 0.086 Uiso 1 1 calc R . .
C3 C 0.8393(8) -0.239(3) 0.0365(7) 0.072(5) Uani 1 1 d . . .
H3 H 0.8170 -0.3079 0.0144 0.094 Uiso 1 1 calc R . .
C4 C 0.8942(7) -0.308(3) 0.0516(6) 0.061(4) Uani 1 1 d . . .
H4 H 0.9095 -0.4240 0.0392 0.080 Uiso 1 1 calc R . .
C5 C 0.9268(6) -0.202(2) 0.0856(5) 0.044(3) Uani 1 1 d . . .
C6 C 0.9839(6) -0.274(2) 0.1027(6) 0.047(3) Uani 1 1 d . . .
H6A H 1.0018 -0.3581 0.0790 0.061 Uiso 1 1 calc R . .
H6B H 0.9777 -0.3526 0.1308 0.061 Uiso 1 1 calc R . .
C7 C 1.0468(6) -0.010(2) 0.0692(5) 0.047(3) Uani 1 1 d . . .
H7A H 1.0364 -0.0949 0.0431 0.060 Uiso 1 1 calc R . .
H7B H 1.0899 -0.0008 0.0702 0.060 Uiso 1 1 calc R . .
C8 C 1.0217(6) 0.1968(19) 0.0594(5) 0.041(3) Uani 1 1 d . . .
O2 O 1.0377(5) 0.2776(14) 0.0231(3) 0.048(2) Uani 1 1 d . . .
C9 C 1.0770(6) -0.175(2) 0.1428(4) 0.045(3) Uani 1 1 d . . .
H9A H 1.0618 -0.2188 0.1730 0.058 Uiso 1 1 calc R . .
H9B H 1.1033 -0.0639 0.1487 0.058 Uiso 1 1 calc R . .
C10 C 1.1129(6) -0.339(2) 0.1213(5) 0.048(3) Uani 1 1 d . . .
O3 O 1.1045(4) -0.4002(16) 0.0797(3) 0.046(2) Uani 1 1 d . . .
N3 N 1.1519(5) -0.4223(16) 0.1487(4) 0.045(3) Uani 1 1 d . . .
C11 C 1.1693(7) -0.352(3) 0.1965(5) 0.056(4) Uani 1 1 d . . .
H11A H 1.1378 -0.3755 0.2191 0.073 Uiso 1 1 calc R . .
H11B H 1.1788 -0.2124 0.1961 0.073 Uiso 1 1 calc R . .
C12 C 1.2229(11) -0.474(5) 0.2071(8) 0.124(12) Uani 1 1 d . . .
H12A H 1.2587 -0.3961 0.2022 0.161 Uiso 1 1 calc R . .
H12B H 1.2220 -0.5160 0.2397 0.161 Uiso 1 1 calc R . .
C13 C 1.2232(12) -0.641(5) 0.1769(9) 0.127(12) Uani 1 1 d . . .
H13A H 1.2061 -0.7535 0.1928 0.166 Uiso 1 1 calc R . .
H13B H 1.2637 -0.6730 0.1678 0.166 Uiso 1 1 calc R . .
C14 C 1.1872(7) -0.589(3) 0.1342(6) 0.067(5) Uani 1 1 d . . .
H14A H 1.2128 -0.5550 0.1080 0.087 Uiso 1 1 calc R . .
H14B H 1.1619 -0.6988 0.1250 0.087 Uiso 1 1 calc R . .
O11 O 1.0603(6) 0.319(2) 0.2120(5) 0.085(4) Uani 1 1 d . . .
O12 O 0.8755(7) 0.426(3) 0.1872(6) 0.100(5) Uani 1 1 d . . .
O13 O 0.9328(7) -0.150(3) 0.2358(4) 0.095(5) Uani 1 1 d . . .
Br1 Br 0.76901(10) 0.0626(3) 0.58567(8) 0.0760(6) Uani 1 1 d . . .
Ca1 Ca 1.10969(16) 0.5000 0.0000 0.0350(8) Uani 1 2 d S . .
OW1 O 1.1844(5) 0.2589(17) 0.0094(4) 0.060(3) 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 0.0181 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'
N N 0.0311 0.0180 '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'
Re Re -5.2083 5.8923 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Br Br -0.6763 1.2805 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ca Ca 0.3641 1.2855 '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
_geom_angle_publ_flag
C21 Re1 C22 88.2(7) . . ?
C21 Re1 C23 89.2(7) . . ?
C22 Re1 C23 89.5(8) . . ?
C21 Re1 O1 95.0(5) . . ?
C22 Re1 O1 94.3(6) . . ?
C23 Re1 O1 174.4(5) . . ?
C21 Re1 N1 173.1(6) . . ?
C22 Re1 N1 97.8(7) . . ?
C23 Re1 N1 94.3(6) . . ?
O1 Re1 N1 81.1(4) . . ?
C21 Re1 N2 97.2(6) . . ?
C22 Re1 N2 171.5(6) . . ?
C23 Re1 N2 97.2(6) . . ?
O1 Re1 N2 78.7(4) . . ?
N1 Re1 N2 76.5(4) . . ?
C5 N1 C1 118.4(14) . . ?
C5 N1 Re1 114.9(10) . . ?
C1 N1 Re1 126.4(11) . . ?
C9 N2 C7 111.3(10) . . ?
C9 N2 C6 110.4(10) . . ?
C7 N2 C6 110.0(10) . . ?
C9 N2 Re1 113.9(7) . . ?
C7 N2 Re1 108.0(8) . . ?
C6 N2 Re1 103.0(8) . . ?
C8 O1 Re1 119.8(8) . . ?
O11 C21 Re1 177.2(15) . . ?
O12 C22 Re1 177.2(17) . . ?
O13 C23 Re1 178.2(16) . . ?
C2 C1 N1 121.6(17) . . ?
C2 C1 H1 119.2 . . ?
N1 C1 H1 119.2 . . ?
C1 C2 C3 121.6(16) . . ?
C1 C2 H2 119.2 . . ?
C3 C2 H2 119.2 . . ?
C2 C3 C4 117.3(16) . . ?
C2 C3 H3 121.4 . . ?
C4 C3 H3 121.4 . . ?
C3 C4 C5 120.3(15) . . ?
C3 C4 H4 119.8 . . ?
C5 C4 H4 119.8 . . ?
N1 C5 C4 120.8(13) . . ?
N1 C5 C6 118.0(13) . . ?
C4 C5 C6 121.1(14) . . ?
C5 C6 N2 111.2(11) . . ?
C5 C6 H6A 109.4 . . ?
N2 C6 H6A 109.4 . . ?
C5 C6 H6B 109.4 . . ?
N2 C6 H6B 109.4 . . ?
H6A C6 H6B 108.0 . . ?
N2 C7 C8 115.3(11) . . ?
N2 C7 H7A 108.4 . . ?
C8 C7 H7A 108.4 . . ?
N2 C7 H7B 108.4 . . ?
C8 C7 H7B 108.4 . . ?
H7A C7 H7B 107.5 . . ?
O2 C8 O1 124.9(13) . . ?
O2 C8 C7 117.0(12) . . ?
O1 C8 C7 118.1(12) . . ?
C8 O2 Ca1 137.6(9) . . ?
N2 C9 C10 115.2(11) . . ?
N2 C9 H9A 108.5 . . ?
C10 C9 H9A 108.5 . . ?
N2 C9 H9B 108.5 . . ?
C10 C9 H9B 108.5 . . ?
H9A C9 H9B 107.5 . . ?
O3 C10 N3 121.0(14) . . ?
O3 C10 C9 122.7(13) . . ?
N3 C10 C9 116.2(12) . . ?
C10 O3 Ca1 168.3(9) . 1_545 ?
C10 N3 C14 122.8(12) . . ?
C10 N3 C11 125.5(12) . . ?
C14 N3 C11 111.6(11) . . ?
N3 C11 C12 102.6(13) . . ?
N3 C11 H11A 111.2 . . ?
C12 C11 H11A 111.2 . . ?
N3 C11 H11B 111.2 . . ?
C12 C11 H11B 111.2 . . ?
H11A C11 H11B 109.2 . . ?
C13 C12 C11 108.8(16) . . ?
C13 C12 H12A 109.9 . . ?
C11 C12 H12A 109.9 . . ?
C13 C12 H12B 109.9 . . ?
C11 C12 H12B 109.9 . . ?
H12A C12 H12B 108.3 . . ?
C12 C13 C14 108(2) . . ?
C12 C13 H13A 110.2 . . ?
C14 C13 H13A 110.2 . . ?
C12 C13 H13B 110.2 . . ?
C14 C13 H13B 110.2 . . ?
H13A C13 H13B 108.5 . . ?
N3 C14 C13 104.4(15) . . ?
N3 C14 H14A 110.9 . . ?
C13 C14 H14A 110.9 . . ?
N3 C14 H14B 110.9 . . ?
C13 C14 H14B 110.9 . . ?
H14A C14 H14B 108.9 . . ?
O2 Ca1 O2 90.9(5) . 4_565 ?
O2 Ca1 OW1 169.9(4) . 4_565 ?
O2 Ca1 OW1 90.8(4) 4_565 4_565 ?
O2 Ca1 OW1 90.8(4) . . ?
O2 Ca1 OW1 169.9(4) 4_565 . ?
OW1 Ca1 OW1 89.3(6) 4_565 . ?
O2 Ca1 O3 83.1(3) . 1_565 ?
O2 Ca1 O3 92.9(3) 4_565 1_565 ?
OW1 Ca1 O3 86.8(4) 4_565 1_565 ?
OW1 Ca1 O3 97.2(4) . 1_565 ?
O2 Ca1 O3 92.9(3) . 4 ?
O2 Ca1 O3 83.1(3) 4_565 4 ?
OW1 Ca1 O3 97.2(4) 4_565 4 ?
OW1 Ca1 O3 86.8(4) . 4 ?
O3 Ca1 O3 174.3(5) 1_565 4 ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Re1 C21 1.871(19) . ?
Re1 C22 1.89(2) . ?
Re1 C23 1.896(16) . ?
Re1 O1 2.108(9) . ?
Re1 N1 2.171(12) . ?
Re1 N2 2.291(10) . ?
N1 C5 1.343(19) . ?
N1 C1 1.38(2) . ?
N2 C9 1.492(16) . ?
N2 C7 1.498(17) . ?
N2 C6 1.524(16) . ?
O1 C8 1.293(15) . ?
C21 O11 1.19(2) . ?
C22 O12 1.19(2) . ?
C23 O13 1.18(2) . ?
C1 C2 1.35(2) . ?
C1 H1 0.9300 . ?
C2 C3 1.38(3) . ?
C2 H2 0.9300 . ?
C3 C4 1.39(2) . ?
C3 H3 0.9300 . ?
C4 C5 1.41(2) . ?
C4 H4 0.9300 . ?
C5 C6 1.456(19) . ?
C6 H6A 0.9700 . ?
C6 H6B 0.9700 . ?
C7 C8 1.535(19) . ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?
C8 O2 1.222(16) . ?
O2 Ca1 2.308(9) . ?
C9 C10 1.51(2) . ?
C9 H9A 0.9700 . ?
C9 H9B 0.9700 . ?
C10 O3 1.269(16) . ?
C10 N3 1.302(17) . ?
O3 Ca1 2.366(8) 1_545 ?
N3 C14 1.44(2) . ?
N3 C11 1.491(17) . ?
C11 C12 1.49(3) . ?
C11 H11A 0.9700 . ?
C11 H11B 0.9700 . ?
C12 C13 1.42(4) . ?
C12 H12A 0.9700 . ?
C12 H12B 0.9700 . ?
C13 C14 1.50(2) . ?
C13 H13A 0.9700 . ?
C13 H13B 0.9700 . ?
C14 H14A 0.9700 . ?
C14 H14B 0.9700 . ?
Ca1 O2 2.308(9) 4_565 ?
Ca1 OW1 2.358(10) 4_565 ?
Ca1 OW1 2.358(10) . ?
Ca1 O3 2.366(8) 1_565 ?
Ca1 O3 2.366(8) 4 ?
