#------------------------------------------------------------------------------
#$Date: 2016-03-23 23:59:59 +0200 (Wed, 23 Mar 2016) $
#$Revision: 179520 $
#$URL: svn://www.crystallography.net/cod/cif/4/34/17/4341785.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_4341785
loop_
_publ_author_name
'Victor, Eric'
'Kim, Sunghee'
'Lippard, Stephen J.'
_publ_section_title
;
 Synthesis of Bis(imidazole) Metal Complexes and Their Use in Rapid NO
 Detection and Quantification Devices.
;
_journal_name_full               'Inorganic chemistry'
_journal_page_first              141124151214003
_journal_paper_doi               10.1021/ic501765g
_journal_year                    2014
_chemical_formula_sum            'C16 H18 Br2 Fe N4 O'
_chemical_formula_weight         498.01
_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   constr
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 104.8480(10)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   10.4191(3)
_cell_length_b                   14.3550(3)
_cell_length_c                   13.3245(3)
_cell_measurement_reflns_used    9940
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      26.05
_cell_measurement_theta_min      2.23
_cell_volume                     1926.35(8)
_computing_cell_refinement       'Bruker SMART'
_computing_data_collection       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega 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  0.0244
_diffrn_reflns_av_sigmaI/netI    0.0114
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            42104
_diffrn_reflns_theta_full        26.05
_diffrn_reflns_theta_max         26.05
_diffrn_reflns_theta_min         2.12
_exptl_absorpt_coefficient_mu    4.941
_exptl_absorpt_correction_T_max  0.7453
_exptl_absorpt_correction_T_min  0.5302
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'Blessing 1995'
_exptl_crystal_colour            orange
_exptl_crystal_density_diffrn    1.717
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       rod
_exptl_crystal_F_000             984
_exptl_crystal_size_max          0.42
_exptl_crystal_size_mid          0.40
_exptl_crystal_size_min          0.21
_refine_diff_density_max         0.336
_refine_diff_density_min         -0.365
_refine_diff_density_rms         0.060
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.760
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     220
_refine_ls_number_reflns         3807
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.760
_refine_ls_R_factor_all          0.0219
_refine_ls_R_factor_gt           0.0194
_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)+(0.0205P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0513
_refine_ls_wR_factor_ref         0.0519
_reflns_number_gt                3566
_reflns_number_total             3807
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ic501765g_si_002.cif
_cod_data_source_block           3*[Fe(BIPhMe)Br2]
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to
/home/saulius/struct/COD-crude-data--automatic-downloads/rss-feeds/ACS/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 from 2011-04-26.

Automatic conversion script
Id: cif_fix_values 2935 2014-11-11 08:27:57Z 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               4341785
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
Fe1 Fe 0.48052(2) 0.307098(17) 0.836550(18) 0.01488(7) Uani 1 1 d .
Br1 Br 0.503000(18) 0.140454(12) 0.831950(13) 0.01974(6) Uani 1 1 d .
Br2 Br 0.643246(17) 0.401517(13) 0.789088(15) 0.02475(7) Uani 1 1 d .
N1 N 0.29296(14) 0.34716(10) 0.75630(11) 0.0157(3) Uani 1 1 d .
C1 C 0.17107(16) 0.35253(11) 0.90043(13) 0.0131(3) Uani 1 1 d .
C2 C 0.25655(19) 0.36014(12) 0.65000(13) 0.0190(4) Uani 1 1 d .
H2 H 0.3140 0.3547 0.6053 0.023 Uiso 1 1 calc R
C3 C 0.12639(19) 0.38181(13) 0.61994(13) 0.0192(4) Uani 1 1 d .
H3 H 0.0761 0.3944 0.5511 0.023 Uiso 1 1 calc R
N4 N 0.08005(14) 0.38226(10) 0.70777(11) 0.0156(3) Uani 1 1 d .
C4 C -0.06026(17) 0.39723(12) 0.70504(14) 0.0188(4) Uani 1 1 d .
H4A H -0.0986 0.3390 0.7226 0.028 Uiso 1 1 calc R
H4B H -0.1087 0.4172 0.6353 0.028 Uiso 1 1 calc R
H4C H -0.0671 0.4455 0.7555 0.028 Uiso 1 1 calc R
C5 C 0.18459(17) 0.36114(11) 0.78936(13) 0.0129(3) Uani 1 1 d .
N6 N 0.42506(14) 0.34138(10) 0.96986(11) 0.0147(3) Uani 1 1 d .
C7 C 0.51046(17) 0.34220(12) 1.06773(13) 0.0174(4) Uani 1 1 d .
H7 H 0.6044 0.3375 1.0826 0.021 Uiso 1 1 calc R
C8 C 0.43961(18) 0.35066(12) 1.13948(14) 0.0181(4) Uani 1 1 d .
H8 H 0.4739 0.3537 1.2127 0.022 Uiso 1 1 calc R
N9 N 0.30778(14) 0.35398(10) 1.08515(11) 0.0150(3) Uani 1 1 d .
C9 C 0.19895(18) 0.36068(14) 1.13627(14) 0.0220(4) Uani 1 1 d .
H9A H 0.1584 0.4226 1.1240 0.033 Uiso 1 1 calc R
H9B H 0.2338 0.3508 1.2111 0.033 Uiso 1 1 calc R
H9C H 0.1320 0.3131 1.1079 0.033 Uiso 1 1 calc R
C10 C 0.30365(16) 0.34924(11) 0.98252(13) 0.0127(3) Uani 1 1 d .
C11 C 0.09349(16) 0.26247(12) 0.90823(12) 0.0137(3) Uani 1 1 d .
C12 C -0.03821(17) 0.26510(13) 0.91361(13) 0.0173(4) Uani 1 1 d .
H12 H -0.0812 0.3232 0.9155 0.021 Uiso 1 1 calc R
C13 C -0.10648(18) 0.18212(14) 0.91627(13) 0.0222(4) Uani 1 1 d .
H13 H -0.1965 0.1837 0.9194 0.027 Uiso 1 1 calc R
C14 C -0.04391(19) 0.09724(14) 0.91433(14) 0.0238(4) Uani 1 1 d .
H14 H -0.0910 0.0408 0.9161 0.029 Uiso 1 1 calc R
C15 C 0.0877(2) 0.09468(13) 0.90986(14) 0.0224(4) Uani 1 1 d .
H15 H 0.1310 0.0365 0.9091 0.027 Uiso 1 1 calc R
C16 C 0.15627(17) 0.17728(12) 0.90655(13) 0.0169(4) Uani 1 1 d .
H16 H 0.2462 0.1755 0.9031 0.020 Uiso 1 1 calc R
O17 O 0.09554(11) 0.42884(8) 0.92240(9) 0.0169(3) Uani 1 1 d .
C17 C 0.15893(18) 0.51791(12) 0.92272(14) 0.0219(4) Uani 1 1 d .
H17A H 0.2420 0.5190 0.9777 0.033 Uiso 1 1 calc R
H17B H 0.0998 0.5672 0.9353 0.033 Uiso 1 1 calc R
H17C H 0.1782 0.5282 0.8554 0.033 Uiso 1 1 calc R
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'
Fe Fe 0.3463 0.8444 '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'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
N1 Fe1 N6 86.70(6)
N1 Fe1 Br2 110.47(4)
N6 Fe1 Br2 117.96(4)
N1 Fe1 Br1 110.54(4)
N6 Fe1 Br1 108.04(4)
Br2 Fe1 Br1 118.618(12)
C5 N1 C2 106.63(14)
C5 N1 Fe1 130.22(11)
C2 N1 Fe1 123.08(12)
O17 C1 C5 109.30(13)
O17 C1 C10 108.84(13)
C5 C1 C10 113.92(14)
O17 C1 C11 107.73(13)
C5 C1 C11 108.26(13)
C10 C1 C11 108.62(13)
C3 C2 N1 109.07(16)
C2 C3 N4 107.09(15)
C5 N4 C3 107.15(15)
C5 N4 C4 129.79(15)
C3 N4 C4 122.94(14)
N1 C5 N4 110.06(15)
N1 C5 C1 127.34(15)
N4 C5 C1 122.57(15)
C10 N6 C7 106.57(14)
C10 N6 Fe1 128.17(11)
C7 N6 Fe1 124.16(12)
C8 C7 N6 109.40(16)
C7 C8 N9 106.38(16)
C10 N9 C8 107.27(15)
C10 N9 C9 129.89(14)
C8 N9 C9 122.84(15)
N6 C10 N9 110.36(14)
N6 C10 C1 129.06(15)
N9 C10 C1 120.58(15)
C16 C11 C12 119.91(16)
C16 C11 C1 118.66(15)
C12 C11 C1 121.40(15)
C13 C12 C11 119.64(17)
C14 C13 C12 120.40(17)
C13 C14 C15 119.92(17)
C14 C15 C16 119.98(18)
C11 C16 C15 120.14(17)
C1 O17 C17 114.04(13)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
Fe1 N1 2.0548(15)
Fe1 N6 2.0633(15)
Fe1 Br2 2.3793(3)
Fe1 Br1 2.4059(3)
N1 C5 1.328(2)
N1 C2 1.382(2)
C1 O17 1.4223(19)
C1 C5 1.527(2)
C1 C10 1.527(2)
C1 C11 1.542(2)
C2 C3 1.348(3)
C3 N4 1.376(2)
N4 C5 1.361(2)
N4 C4 1.469(2)
N6 C10 1.323(2)
N6 C7 1.378(2)
C7 C8 1.355(3)
C8 N9 1.380(2)
N9 C10 1.359(2)
N9 C9 1.468(2)
C11 C16 1.390(2)
C11 C12 1.393(2)
C12 C13 1.392(3)
C13 C14 1.385(3)
C14 C15 1.389(3)
C15 C16 1.391(3)
O17 C17 1.439(2)
