#------------------------------------------------------------------------------
#$Date: 2016-03-25 14:47:38 +0100 (Fri 25 de Mar de 2016) $
#$Revision: 179936 $
#$URL: svn://www.crystallography.net/cod/cif/7/02/31/7023168.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_7023168
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 H9 Br N2 O4 Re'
_chemical_formula_weight         547.35
_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                 99.942(3)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   12.577(3)
_cell_length_b                   9.011(2)
_cell_length_c                   14.165(3)
_cell_measurement_reflns_used    3169
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      25.94
_cell_measurement_theta_min      2.38
_cell_volume                     1581.2(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 0.993
_diffrn_measured_fraction_theta_max 0.993
_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  0.0637
_diffrn_reflns_av_unetI/netI     0.0614
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            11591
_diffrn_reflns_theta_full        25.97
_diffrn_reflns_theta_max         25.97
_diffrn_reflns_theta_min         2.00
_exptl_absorpt_coefficient_mu    10.231
_exptl_absorpt_correction_T_max  0.7453
_exptl_absorpt_correction_T_min  0.3724
_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    2.299
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       rod
_exptl_crystal_F_000             1020
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.10
_refine_diff_density_max         1.757
_refine_diff_density_min         -1.714
_refine_diff_density_rms         0.216
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.705
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     220
_refine_ls_number_reflns         3075
_refine_ls_number_restraints     34
_refine_ls_restrained_S_all      0.705
_refine_ls_R_factor_all          0.0625
_refine_ls_R_factor_gt           0.0467
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.2000P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1518
_refine_ls_wR_factor_ref         0.1746
_reflns_number_gt                2471
_reflns_number_total             3075
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c3dt50894c.txt
_cod_data_source_block           5
_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_cell_volume        1581.3(6)
_cod_original_sg_symbol_H-M      P2(1)/n
_cod_database_code               7023168
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 -0.07153(10) -0.06422(12) 0.84334(8) 0.0312(3) Uani 0.70 1 d P A 1
Br2 Br -0.0894(3) 0.4553(4) 0.7089(2) 0.0470(8) Uani 0.30 1 d P A 2
C1 C -0.0122(8) 0.1252(10) 0.6642(6) 0.037(2) Uani 1 1 d . A .
C2 C -0.2211(8) 0.1357(9) 0.6814(6) 0.036(2) Uani 1 1 d . A .
C3 C -0.0992(14) 0.3832(2) 0.7022(3) 0.0470(8) Uani 0.70 1 d PDU A 1
C4 C -0.2643(7) 0.2733(9) 0.8876(6) 0.030(2) Uani 1 1 d . . .
H4 H -0.3144 0.2473 0.8339 0.036 Uiso 1 1 calc R . .
C5 C -0.3002(8) 0.3225(9) 0.9697(7) 0.034(2) Uani 1 1 d . . .
H5 H -0.3739 0.3320 0.9696 0.041 Uiso 1 1 calc R . .
C6 C -0.2282(7) 0.3572(10) 1.0505(6) 0.032(2) Uani 1 1 d . . .
H6 H -0.2521 0.3869 1.1062 0.038 Uiso 1 1 calc R . .
C7 C -0.1200(7) 0.3470(10) 1.0477(6) 0.030(2) Uani 1 1 d . . .
H7 H -0.0691 0.3715 1.1011 0.036 Uiso 1 1 calc R . .
C8 C -0.0876(8) 0.2993(8) 0.9633(6) 0.027(2) Uani 1 1 d . . .
C9 C 0.0256(7) 0.2883(8) 0.9541(6) 0.028(2) Uani 1 1 d . . .
H9 H 0.0795 0.3080 1.0063 0.034 Uiso 1 1 calc R . .
C10 C 0.1622(7) 0.2426(10) 0.8619(6) 0.0299(19) Uani 1 1 d . . .
C11 C 0.2352(9) 0.1620(11) 0.9278(8) 0.046(3) Uani 1 1 d . E .
H11 H 0.2134 0.1144 0.9795 0.055 Uiso 1 1 calc R . .
C12 C 0.3417(9) 0.1553(14) 0.9134(9) 0.060(3) Uani 1 1 d . . .
H12 H 0.3912 0.0981 0.9545 0.072 Uiso 0.70 1 calc PR B 1
C13 C 0.3752(9) 0.2305(14) 0.8407(9) 0.061(3) Uani 1 1 d . D .
H13 H 0.4474 0.2272 0.8339 0.073 Uiso 1 1 calc R . .
C14 C 0.3002(8) 0.3143(9) 0.7749(8) 0.042(3) Uani 1 1 d . . .
H14 H 0.3226 0.3675 0.7257 0.050 Uiso 0.30 1 calc PR C 2
C15 C 0.1926(9) 0.3148(10) 0.7861(7) 0.041(3) Uani 1 1 d . D .
H15 H 0.1414 0.3642 0.7420 0.050 Uiso 1 1 calc R . .
C16 C -0.079(2) -0.0139(2) 0.7989(6) 0.0312(3) Uani 0.30 1 d PD A 2
N1 N -0.1598(6) 0.2627(7) 0.8847(5) 0.0254(16) Uani 1 1 d . A .
N2 N 0.0499(6) 0.2507(7) 0.8725(5) 0.0263(16) Uani 1 1 d . A .
O1 O 0.0329(5) 0.0843(7) 0.6030(4) 0.0427(17) Uani 1 1 d . . .
O2 O -0.3021(6) 0.1005(7) 0.6359(5) 0.0499(19) Uani 1 1 d . . .
O3 O -0.1053(9) 0.4952(4) 0.6626(5) 0.0470(8) Uani 0.70 1 d PDU A 1
O4 O 0.3306(11) 0.3950(15) 0.7059(10) 0.079(3) Uani 0.70 1 d PU D 1
O5 O 0.4210(19) 0.097(3) 0.9706(17) 0.048(4) Uani 0.30 1 d PU E 2
O6 O -0.0684(17) -0.1318(5) 0.8302(8) 0.0312(3) Uani 0.30 1 d PDU A 2
Re1 Re -0.08808(3) 0.19149(3) 0.762238(19) 0.02535(12) Uani 1 1 d 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'
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 178.9(8)
O2 C2 Re1 177.5(9)
O3 C3 Re1 177.1(6)
N1 C4 C5 121.0(8)
N1 C4 H4 119.5
C5 C4 H4 119.5
C6 C5 C4 120.6(9)
C6 C5 H5 119.7
C4 C5 H5 119.7
C5 C6 C7 118.5(8)
C5 C6 H6 120.8
C7 C6 H6 120.8
C6 C7 C8 118.9(8)
C6 C7 H7 120.5
C8 C7 H7 120.5
N1 C8 C7 121.8(8)
N1 C8 C9 116.0(8)
C7 C8 C9 122.2(8)
N2 C9 C8 119.0(8)
N2 C9 H9 120.5
C8 C9 H9 120.5
C15 C10 C11 122.2(9)
C15 C10 N2 117.9(8)
C11 C10 N2 119.9(8)
C12 C11 C10 117.6(10)
C12 C11 H11 121.2
C10 C11 H11 121.2
O5 C12 C13 112.0(15)
O5 C12 C11 126.0(16)
C13 C12 C11 121.4(11)
C13 C12 H12 119.3
C11 C12 H12 119.3
C12 C13 C14 120.3(10)
C12 C13 H13 119.9
C14 C13 H13 119.9
O4 C14 C15 119.5(11)
O4 C14 C13 122.0(11)
C15 C14 C13 118.4(10)
C15 C14 H14 120.8
C13 C14 H14 120.8
C10 C15 C14 119.9(10)
C10 C15 H15 120.1
C14 C15 H15 120.1
O6 C16 Re1 172.7(10)
C4 N1 C8 119.1(7)
C4 N1 Re1 126.4(5)
C8 N1 Re1 114.5(6)
C9 N2 C10 119.5(7)
C9 N2 Re1 114.9(6)
C10 N2 Re1 125.5(5)
C1 Re1 C16 83.3(6)
C1 Re1 C3 88.1(4)
C16 Re1 C3 169.5(3)
C1 Re1 C2 88.7(4)
C16 Re1 C2 85.0(7)
C3 Re1 C2 88.9(5)
C1 Re1 N1 174.2(3)
C16 Re1 N1 94.6(5)
C3 Re1 N1 94.5(4)
C2 Re1 N1 96.5(3)
C1 Re1 N2 99.2(3)
C16 Re1 N2 92.3(6)
C3 Re1 N2 94.9(4)
C2 Re1 N2 171.3(3)
N1 Re1 N2 75.4(3)
C1 Re1 Br2 93.2(3)
C16 Re1 Br2 176.2(7)
C3 Re1 Br2 8.8(2)
C2 Re1 Br2 96.3(3)
N1 Re1 Br2 88.77(19)
N2 Re1 Br2 86.93(19)
C1 Re1 Br1 91.9(3)
C16 Re1 Br1 10.7(3)
C3 Re1 Br1 179.5(5)
C2 Re1 Br1 91.6(2)
N1 Re1 Br1 85.47(18)
N2 Re1 Br1 84.65(17)
Br2 Re1 Br1 170.77(8)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
Br1 Re1 2.5671(12)
Br2 Re1 2.494(3)
C1 O1 1.174(11)
C1 Re1 1.912(10)
C2 O2 1.151(11)
C2 Re1 1.924(9)
C3 O3 1.150(2)
C3 Re1 1.9203(18)
C4 N1 1.326(11)
C4 C5 1.391(13)
C4 H4 0.9300
C5 C6 1.368(12)
C5 H5 0.9300
C6 C7 1.372(12)
C6 H6 0.9300
C7 C8 1.396(12)
C7 H7 0.9300
C8 N1 1.351(10)
C8 C9 1.455(13)
C9 N2 1.291(11)
C9 H9 0.9300
C10 C15 1.365(13)
C10 C11 1.395(13)
C10 N2 1.448(11)
C11 C12 1.392(16)
C11 H11 0.9300
C12 O5 1.28(2)
C12 C13 1.359(18)
C12 H12 0.9300
C13 C14 1.423(16)
C13 H13 0.9300
C14 O4 1.327(16)
C14 C15 1.389(15)
C14 H14 0.9300
C15 H15 0.9300
C16 O6 1.150(2)
C16 Re1 1.9201(18)
N1 Re1 2.185(7)
N2 Re1 2.191(6)
