#------------------------------------------------------------------------------
#$Date: 2016-03-23 23:54:15 +0200 (Wed, 23 Mar 2016) $
#$Revision: 179517 $
#$URL: svn://www.crystallography.net/cod/cif/4/34/14/4341458.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_4341458
loop_
_publ_author_name
'Gómez-Iglesias, Patricia'
'Arroyo, Marta'
'Bajo, Sonia'
'Strohmann, Carsten'
'Miguel, Daniel'
'Villafañe, Fernando'
_publ_section_title
;
 Pyrazolylamidino Ligands from Coupling of Acetonitrile and Pyrazoles: A
 Systematic Study.
;
_journal_name_full               'Inorganic chemistry'
_journal_page_first              141107133009008
_journal_paper_doi               10.1021/ic5018054
_journal_year                    2014
_chemical_formula_sum            'C12 H9 Br N3 O3 Re'
_chemical_formula_weight         509.33
_chemical_name_systematic
;
 ?
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/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                90.00
_cell_angle_beta                 112.233(7)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   12.0180(8)
_cell_length_b                   11.8256(5)
_cell_length_c                   10.1277(6)
_cell_measurement_reflns_used    6340
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      29.0541
_cell_measurement_theta_min      2.1689
_cell_volume                     1332.34(15)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      173(2)
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'Xcalibur, Sapphire3'
_diffrn_measurement_method       '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  0.0475
_diffrn_reflns_av_sigmaI/netI    0.0459
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            13345
_diffrn_reflns_theta_full        27.00
_diffrn_reflns_theta_max         27.00
_diffrn_reflns_theta_min         2.51
_diffrn_standards_decay_%        0
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    12.129
_exptl_absorpt_correction_T_max  0.1953
_exptl_absorpt_correction_T_min  0.1217
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.33.41 (release 06-05-2009 CrysAlis171 .NET)
(compiled May  6 2009,17:20:42)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    2.539
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             944
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.20
_refine_diff_density_max         1.062
_refine_diff_density_min         -0.790
_refine_diff_density_rms         0.151
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.021
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     182
_refine_ls_number_reflns         2887
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.021
_refine_ls_R_factor_all          0.0344
_refine_ls_R_factor_gt           0.0236
_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)+(0.0080P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0384
_refine_ls_wR_factor_ref         0.0391
_reflns_number_gt                2224
_reflns_number_total             2887
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ic5018054_si_003.cif
_cod_data_source_block           2c
_cod_original_cell_volume        1332.34(13)
_cod_database_code               4341458
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -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
Br Br 0.11476(4) -0.14285(4) -0.03284(4) 0.02307(11) Uani 1 1 d .
C1 C 0.3388(4) -0.3032(4) 0.1783(4) 0.0200(11) Uani 1 1 d .
C2 C 0.4123(4) -0.1263(4) 0.0709(5) 0.0208(11) Uani 1 1 d .
C3 C 0.4646(5) -0.1373(4) 0.3572(5) 0.0272(11) Uani 1 1 d .
C4 C 0.2676(4) 0.2195(4) 0.2392(4) 0.0178(11) Uani 1 1 d .
C5 C 0.2753(4) 0.3364(4) 0.2392(4) 0.0249(12) Uani 1 1 d .
H5 H 0.3240 0.3735 0.1973 0.030 Uiso 1 1 calc R
C6 C 0.2103(4) 0.3976(4) 0.3018(5) 0.0245(13) Uani 1 1 d .
H6 H 0.2149 0.4778 0.3035 0.029 Uiso 1 1 calc R
C7 C 0.1377(4) 0.3430(4) 0.3627(4) 0.0234(11) Uani 1 1 d .
H7 H 0.0943 0.3873 0.4052 0.028 Uiso 1 1 calc R
C8 C 0.1277(4) 0.2276(4) 0.3626(4) 0.0202(11) Uani 1 1 d .
H8 H 0.0773 0.1910 0.4024 0.024 Uiso 1 1 calc R
C9 C 0.1947(4) 0.1670(3) 0.3015(4) 0.0172(11) Uani 1 1 d .
C10 C 0.3205(4) 0.1315(3) 0.1875(4) 0.0181(10) Uani 1 1 d .
H10 H 0.3739 0.1425 0.1394 0.022 Uiso 1 1 calc R
C11 C 0.1674(4) -0.0444(4) 0.3342(4) 0.0177(11) Uani 1 1 d .
C12 C 0.0872(4) -0.0292(4) 0.4138(5) 0.0266(12) Uani 1 1 d .
H12A H 0.0678 -0.1032 0.4430 0.040 Uiso 1 1 calc R
H12B H 0.0130 0.0084 0.3524 0.040 Uiso 1 1 calc R
H12C H 0.1279 0.0173 0.4985 0.040 Uiso 1 1 calc R
N1 N 0.2854(3) 0.0332(3) 0.2157(3) 0.0187(9) Uani 1 1 d .
N2 N 0.2069(3) 0.0507(3) 0.2852(3) 0.0193(9) Uani 1 1 d .
N3 N 0.2068(3) -0.1387(3) 0.3078(3) 0.0216(9) Uani 1 1 d .
H3 H 0.1868 -0.2021 0.3387 0.026 Uiso 1 1 calc R
O1 O 0.3496(3) -0.3985(3) 0.1702(3) 0.0336(10) Uani 1 1 d .
O2 O 0.4646(3) -0.1176(3) -0.0034(3) 0.0333(9) Uani 1 1 d .
O3 O 0.5475(3) -0.1324(3) 0.4566(3) 0.0360(9) Uani 1 1 d .
Re Re 0.320809(17) -0.143282(15) 0.189389(18) 0.01709(6) 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'
O O 0.0106 0.0060 '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'
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 Re 179.2(4)
O2 C2 Re 178.0(4)
O3 C3 Re 178.5(5)
C5 C4 C9 119.6(4)
C5 C4 C10 133.8(5)
C9 C4 C10 106.6(4)
C6 C5 C4 118.3(5)
C5 C6 C7 120.9(4)
C8 C7 C6 121.8(4)
C7 C8 C9 116.8(4)
C8 C9 N2 131.7(4)
C8 C9 C4 122.6(4)
N2 C9 C4 105.7(4)
N1 C10 C4 110.2(4)
N3 C11 N2 115.4(4)
N3 C11 C12 126.0(4)
N2 C11 C12 118.6(4)
C10 N1 N2 108.5(4)
C10 N1 Re 137.4(3)
N2 N1 Re 114.1(3)
C11 N2 N1 116.9(4)
C11 N2 C9 133.7(4)
N1 N2 C9 109.1(3)
C11 N3 Re 120.4(3)
C1 Re C3 90.25(19)
C1 Re C2 87.87(18)
C3 Re C2 90.72(18)
C1 Re N3 99.71(17)
C3 Re N3 93.23(16)
C2 Re N3 171.43(16)
C1 Re N1 172.78(17)
C3 Re N1 90.51(17)
C2 Re N1 99.30(16)
N3 Re N1 73.08(14)
C1 Re Br 92.41(13)
C3 Re Br 176.00(14)
C2 Re Br 92.37(13)
N3 Re Br 83.38(9)
N1 Re Br 86.47(9)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
Br Re 2.6420(5)
C1 O1 1.141(5)
C1 Re 1.911(5)
C2 O2 1.152(5)
C2 Re 1.921(5)
C3 O3 1.118(5)
C3 Re 1.913(5)
C4 C5 1.386(5)
C4 C9 1.404(6)
C4 C10 1.419(6)
C5 C6 1.382(6)
C6 C7 1.402(6)
C7 C8 1.370(6)
C8 C9 1.385(6)
C9 N2 1.400(5)
C10 N1 1.304(5)
C11 N3 1.278(5)
C11 N2 1.384(5)
C11 C12 1.482(6)
N1 N2 1.390(5)
N1 Re 2.167(4)
N3 Re 2.137(4)
