#------------------------------------------------------------------------------
#$Date: 2016-03-25 14:47:38 +0100 (Fri 25 de Mar de 2016) $
#$Revision: 179936 $
#$URL: svn://www.crystallography.net/cod/cif/7/02/31/7023169.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_7023169
loop_
_publ_author_name
'Chanawanno, Kullapa'
'Engle, James T.'
'Le, Kevin X.'
'Herrick, Richard S.'
'Ziegler, Christopher J.'
_publ_section_title
;
 The synthesis and pH-dependent behaviour of Re(CO)3 conjugates with
 diimine phenolic ligands.
;
_journal_issue                   37
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              13679
_journal_page_last               13684
_journal_paper_doi               10.1039/c3dt50894c
_journal_volume                  42
_journal_year                    2013
_chemical_formula_sum            'C15 H11 Br N2 O4 Re'
_chemical_formula_weight         549.37
_chemical_name_systematic
; 
 ? 
;
_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
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 100.260(3)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   13.186(3)
_cell_length_b                   8.966(2)
_cell_length_c                   13.615(3)
_cell_measurement_reflns_used    4162
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      25.63
_cell_measurement_theta_min      2.37
_cell_volume                     1583.9(6)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω 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  0.0704
_diffrn_reflns_av_unetI/netI     0.0636
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            11654
_diffrn_reflns_theta_full        25.66
_diffrn_reflns_theta_max         25.66
_diffrn_reflns_theta_min         1.98
_exptl_absorpt_coefficient_mu    10.215
_exptl_absorpt_correction_T_max  0.7453
_exptl_absorpt_correction_T_min  0.6126
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
'SADABS; Sheldrick, 2008 [Sheldrick, G. M. (2008)]'
_exptl_crystal_colour            orange
_exptl_crystal_density_diffrn    2.304
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             1028
_exptl_crystal_size_max          0.11
_exptl_crystal_size_mid          0.07
_exptl_crystal_size_min          0.03
_refine_diff_density_max         1.511
_refine_diff_density_min         -0.927
_refine_diff_density_rms         0.198
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.213
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     246
_refine_ls_number_reflns         2998
_refine_ls_number_restraints     35
_refine_ls_restrained_S_all      1.209
_refine_ls_R_factor_all          0.0607
_refine_ls_R_factor_gt           0.0420
_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)+(0.0000P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0658
_refine_ls_wR_factor_ref         0.0706
_reflns_number_gt                2378
_reflns_number_total             2998
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c3dt50894c.txt
_cod_data_source_block           6
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to /home/saulius/struct/CIF-dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 from 2011-04-26.

Automatic conversion script
Id: cif_fix_values 1891 2012-01-12 08:04:46Z andrius 

The following automatic conversions were performed:

'_exptl_crystal_density_meas' value 'not measured' was changed to '?'
- the value is perceived as not measured.

Automatic conversion script
Id: cif_fix_values 3008 2015-01-20 13:52:24Z robertas 
;
_cod_original_sg_symbol_H-M      P2(1)/n
_cod_database_code               7023169
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -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
_atom_site_disorder_assembly
_atom_site_disorder_group
Br1 Br 0.41451(13) 0.4612(2) 0.20819(12) 0.0318(3) Uani 0.65 1 d P A 1
Br2 Br 0.4437(2) -0.0643(4) 0.3302(2) 0.0322(6) Uani 0.35 1 d PU A 2
C1 C 0.5020(6) 0.1378(9) 0.1522(6) 0.028(2) Uani 1 1 d . . .
C2 C 0.3016(7) 0.1397(9) 0.1681(6) 0.031(2) Uani 1 1 d . . .
C3 C 0.4363(13) -0.0220(5) 0.2932(11) 0.034(5) Uani 0.65 1 d PDU A 1
C4 C 0.2533(6) 0.2582(8) 0.3816(6) 0.0252(19) Uani 1 1 d . . .
H4 H 0.2082 0.2337 0.3232 0.030 Uiso 1 1 calc R . .
C5 C 0.2126(6) 0.2998(9) 0.4648(6) 0.0267(19) Uani 1 1 d . . .
H5 H 0.1418 0.2999 0.4631 0.032 Uiso 1 1 calc R . .
C6 C 0.2791(6) 0.3405(9) 0.5492(6) 0.029(2) Uani 1 1 d . . .
H6 H 0.2536 0.3709 0.6054 0.035 Uiso 1 1 calc R . .
C7 C 0.3831(6) 0.3368(9) 0.5513(6) 0.031(2) Uani 1 1 d . . .
H7 H 0.4290 0.3639 0.6086 0.038 Uiso 1 1 calc R . .
C8 C 0.4189(6) 0.2914(8) 0.4658(5) 0.0214(18) Uani 1 1 d . . .
C9 C 0.5264(6) 0.2826(8) 0.4590(6) 0.0236(19) Uani 1 1 d . D .
H9 H 0.5769 0.3022 0.5144 0.028 Uiso 1 1 calc R . .
C10 C 0.6593(6) 0.2407(9) 0.3692(6) 0.0244(19) Uani 1 1 d . D .
C11 C 0.6961(7) 0.3191(12) 0.2973(7) 0.044(3) Uani 1 1 d D . .
H10 H 0.6499 0.3750 0.2523 0.053 Uiso 1 1 calc R B 1
C12 C 0.7975(8) 0.3196(14) 0.2884(8) 0.063(3) Uani 1 1 d . E .
H11 H 0.8197 0.3782 0.2400 0.075 Uiso 1 1 calc R . .
C13 C 0.8652(9) 0.2354(15) 0.3498(9) 0.073(4) Uani 1 1 d . . .
H12 H 0.9339 0.2336 0.3422 0.087 Uiso 1 1 calc R E .
C14 C 0.8343(8) 0.1515(14) 0.4239(8) 0.071(4) Uani 1 1 d . D .
H13 H 0.8811 0.0943 0.4675 0.085 Uiso 1 1 calc R . .
C15 C 0.7294(8) 0.1557(11) 0.4313(7) 0.049(3) Uani 1 1 d . . .
H14 H 0.7068 0.0985 0.4802 0.058 Uiso 1 1 calc R C 2
C16 C 0.420(4) 0.3918(16) 0.209(3) 0.079(16) Uani 0.35 1 d PDU A 2
N1 N 0.3539(5) 0.2518(7) 0.3818(4) 0.0214(15) Uani 1 1 d . . .
N2 N 0.5515(5) 0.2472(6) 0.3748(5) 0.0231(15) Uani 1 1 d . . .
O1 O 0.5460(5) 0.1075(7) 0.0904(4) 0.0419(16) Uani 1 1 d . . .
O2 O 0.2242(4) 0.1107(7) 0.1164(4) 0.0415(16) Uani 1 1 d . . .
O3 O 0.4388(7) -0.1472(4) 0.3122(7) 0.036(3) Uani 0.65 1 d PDU A 1
O4 O 0.7000(8) 0.0807(10) 0.5068(8) 0.069(3) Uani 0.75 1 d P D 1
H4O H 0.6798 -0.0026 0.4875 0.103 Uiso 0.75 1 calc PR D 1
O5 O 0.4166(16) 0.5098(10) 0.1753(13) 0.034(6) Uani 0.35 1 d PDU A 2
O6 O 0.6482(17) 0.428(2) 0.2370(18) 0.059(8) Uani 0.25 1 d PD E 2
H6O H 0.5875 0.4060 0.2185 0.088 Uiso 0.25 1 calc PR E 2
Re1 Re 0.42583(2) 0.18737(4) 0.25650(2) 0.02495(11) Uani 1 1 d D A .
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'
Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Re Re -1.0185 7.2310 '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
O1 C1 Re1 179.2(8)
O2 C2 Re1 178.0(8)
O3 C3 Re1 177.2(14)
N1 C4 C5 122.8(7)
N1 C4 H4 118.6
C5 C4 H4 118.6
C6 C5 C4 118.4(7)
C6 C5 H5 120.8
C4 C5 H5 120.8
C5 C6 C7 120.1(7)
C5 C6 H6 119.9
C7 C6 H6 119.9
C6 C7 C8 118.6(7)
C6 C7 H7 120.7
C8 C7 H7 120.7
N1 C8 C7 121.8(7)
N1 C8 C9 114.5(7)
C7 C8 C9 123.6(7)
N2 C9 C8 118.9(7)
N2 C9 H9 120.6
C8 C9 H9 120.6
C11 C10 C15 116.3(8)
C11 C10 N2 119.9(7)
C15 C10 N2 123.7(8)
O6 C11 C10 128.3(14)
O6 C11 C12 107.5(15)
C10 C11 C12 123.1(11)
C10 C11 H10 118.5
C12 C11 H10 118.5
C13 C12 C11 119.8(12)
C13 C12 H11 120.1
C11 C12 H11 120.1
C12 C13 C14 120.9(11)
C12 C13 H12 119.6
C14 C13 H12 119.6
C13 C14 C15 117.5(10)
C13 C14 H13 121.3
C15 C14 H13 121.3
O4 C15 C10 119.8(10)
O4 C15 C14 117.6(10)
C10 C15 C14 122.4(10)
C10 C15 H14 118.8
C14 C15 H14 118.8
O5 C16 Re1 176(4)
C4 N1 C8 118.3(7)
C4 N1 Re1 125.9(5)
C8 N1 Re1 115.8(5)
C9 N2 C10 118.1(7)
C9 N2 Re1 116.1(5)
C10 N2 Re1 125.7(5)
C15 O4 H4O 109.5
C11 O6 H6O 109.5
C2 Re1 C1 89.2(3)
C2 Re1 C16 91.4(13)
C1 Re1 C16 88.0(14)
C2 Re1 C3 87.7(5)
C1 Re1 C3 86.8(5)
C16 Re1 C3 174.8(14)
C2 Re1 N2 170.8(3)
C1 Re1 N2 100.1(3)
C16 Re1 N2 89.6(13)
C3 Re1 N2 92.2(5)
C2 Re1 N1 96.3(3)
C1 Re1 N1 174.5(3)
C16 Re1 N1 90.9(13)
C3 Re1 N1 94.4(5)
N2 Re1 N1 74.5(2)
C2 Re1 Br2 93.5(2)
C1 Re1 Br2 93.7(2)
C16 Re1 Br2 174.8(13)
C3 Re1 Br2 9.0(5)
N2 Re1 Br2 85.33(17)
N1 Re1 Br2 86.97(17)
C2 Re1 Br1 92.8(2)
C1 Re1 Br1 92.7(2)
C16 Re1 Br1 4.8(13)
C3 Re1 Br1 179.3(5)
N2 Re1 Br1 87.42(16)
N1 Re1 Br1 86.13(16)
Br2 Re1 Br1 171.10(7)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
Br1 Re1 2.539(2)
Br2 Re1 2.464(3)
C1 O1 1.137(9)
C1 Re1 1.931(9)
C2 O2 1.161(9)
C2 Re1 1.901(8)
C3 O3 1.151(2)
C3 Re1 1.942(2)
C4 N1 1.328(9)
C4 C5 1.389(10)
C4 H4 0.9300
C5 C6 1.365(10)
C5 H5 0.9300
C6 C7 1.368(11)
C6 H6 0.9300
C7 C8 1.392(10)
C7 H7 0.9300
C8 N1 1.349(9)
C8 C9 1.439(10)
C9 N2 1.288(9)
C9 H9 0.9300
C10 C11 1.363(11)
C10 C15 1.368(11)
C10 N2 1.438(9)
C11 O6 1.358(2)
C11 C12 1.365(12)
C11 H10 0.9300
C12 C13 1.341(15)
C12 H11 0.9300
C13 C14 1.378(16)
C13 H12 0.9300
C14 C15 1.405(13)
C14 H13 0.9300
C15 O4 1.342(12)
C15 H14 0.9300
C16 O5 1.151(2)
C16 Re1 1.941(2)
N1 Re1 2.172(6)
N2 Re1 2.163(6)
O4 H4O 0.8200
O6 H6O 0.8200
