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#$Date: 2016-02-16 22:30:59 +0200 (Tue, 16 Feb 2016) $
#$Revision: 176467 $
#$URL: svn://www.crystallography.net/cod/cif/4/32/54/4325459.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_4325459
loop_
_publ_author_name
'Alexis D. Ostrowski'
'Ryan O. Absalonson'
'Malcolm A. De Leo'
'Guang Wu'
'James G. Pavlovich'
'Janet Adamson'
'Bilal Azhar'
'Alexei V. Iretskii'
'Ian L. Megson'
'Peter C. Ford'
_publ_section_title
;
 Correction to Photochemistry of trans-Cr(cyclam)(ONO)2+, a nitric Oxide
 Precursor
;
_journal_name_full               'Inorganic Chemistry'
_journal_page_first              5848
_journal_page_last               5848
_journal_paper_doi               10.1021/ic200888n
_journal_volume                  50
_journal_year                    2011
_chemical_formula_sum            'C10 H26 Cl Cr F2 O5 n4'
_chemical_formula_weight         407.80
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                98.812(5)
_cell_angle_beta                 106.707(5)
_cell_angle_gamma                114.349(4)
_cell_formula_units_Z            2
_cell_length_a                   9.518(3)
_cell_length_b                   9.950(3)
_cell_length_c                   10.948(4)
_cell_measurement_temperature    293(2)
_cell_volume                     859.7(5)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.983
_diffrn_measured_fraction_theta_max 0.983
_diffrn_measurement_device_type  'smart 1000 CCD'
_diffrn_measurement_method       'Omega scan'
_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  0.0516
_diffrn_reflns_av_sigmaI/netI    0.0414
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            6701
_diffrn_reflns_theta_full        25.68
_diffrn_reflns_theta_max         25.68
_diffrn_reflns_theta_min         2.04
_exptl_absorpt_coefficient_mu    0.868
_exptl_absorpt_correction_T_max  0.614
_exptl_absorpt_correction_T_min  0.506
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_process_details   'psi scan'
_exptl_crystal_colour            orange
_exptl_crystal_density_diffrn    1.575
_exptl_crystal_description       block
_exptl_crystal_F_000             426
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.2
_refine_diff_density_max         1.105
_refine_diff_density_min         -0.944
_refine_diff_density_rms         0.104
_refine_ls_extinction_coef       0.118(10)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.116
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     232
_refine_ls_number_reflns         3200
_refine_ls_number_restraints     3
_refine_ls_restrained_S_all      1.115
_refine_ls_R_factor_all          0.0646
_refine_ls_R_factor_gt           0.0595
_refine_ls_shift/su_max          0.100
_refine_ls_shift/su_mean         0.002
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0919P)²+1.6474P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1716
_refine_ls_wR_factor_ref         0.1770
_reflns_number_gt                2814
_reflns_number_total             3200
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ic200888n_si_002.cif
_cod_data_source_block           f
_cod_original_formula_sum        'C10 H26 Cl Cr F2 n4 O5'
_cod_database_code               4325459
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -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
C1 C 0.8509(5) 0.6757(5) 0.0613(5) 0.0464(10) Uani 1 1 d .
H1A H 0.8426 0.6630 -0.0306 0.056 Uiso 1 1 calc R
H1B H 0.9661 0.7106 0.1186 0.056 Uiso 1 1 calc R
C2 C 0.7983(5) 0.7948(5) 0.1036(5) 0.0446(10) Uani 1 1 d .
H2A H 0.8151 0.8138 0.1976 0.054 Uiso 1 1 calc R
H2B H 0.8654 0.8922 0.0915 0.054 Uiso 1 1 calc R
C3 C 0.5448(6) 0.8249(5) 0.0678(5) 0.0472(11) Uani 1 1 d .
H3A H 0.6052 0.9307 0.0676 0.057 Uiso 1 1 calc R
H3B H 0.5577 0.8276 0.1594 0.057 Uiso 1 1 calc R
C4 C 0.3598(6) 0.7573(5) -0.0191(5) 0.0492(11) Uani 1 1 d .
H4A H 0.3245 0.8327 0.0045 0.059 Uiso 1 1 calc R
H4B H 0.3467 0.7421 -0.1121 0.059 Uiso 1 1 calc R
C5 C 0.7558(6) 0.3951(6) 0.0071(4) 0.0451(10) Uani 1 1 d .
H5A H 0.8707 0.4161 0.0480 0.054 Uiso 1 1 calc R
H5B H 0.7304 0.3865 -0.0870 0.054 Uiso 1 1 calc R
C6 C 0.8781(7) 0.1768(5) 0.3809(5) 0.0601(14) Uani 1 1 d .
H6A H 0.8983 0.0886 0.3720 0.072 Uiso 1 1 calc R
H6B H 0.8001 0.1640 0.2947 0.072 Uiso 1 1 calc R
C7 C 0.8052(7) 0.1838(6) 0.4839(6) 0.0599(14) Uani 1 1 d .
H7A H 0.8786 0.1880 0.5686 0.072 Uiso 1 1 calc R
H7B H 0.6972 0.0921 0.4553 0.072 Uiso 1 1 calc R
C8 C 0.7426(7) 0.3623(7) 0.6174(6) 0.0631(15) Uani 1 1 d .
H8A H 0.8284 0.3741 0.6985 0.076 Uiso 1 1 calc R
H8B H 0.6373 0.2762 0.6060 0.076 Uiso 1 1 calc R
C9 C 0.7278(8) 0.5086(9) 0.6328(6) 0.0694(17) Uani 1 1 d .
H9A H 0.6735 0.5130 0.6949 0.083 Uiso 1 1 calc R
H9B H 0.6556 0.5024 0.5467 0.083 Uiso 1 1 calc R
C10 C 1.1079(8) 0.3419(7) 0.3174(5) 0.0618(14) Uani 1 1 d .
H10A H 1.0280 0.3423 0.2392 0.074 Uiso 1 1 calc R
H10B H 1.1256 0.2545 0.2906 0.074 Uiso 1 1 calc R
Cl Cl 0.32619(16) 0.06710(14) 0.25268(12) 0.0533(4) Uani 1 1 d .
Cr1 Cr 0.5000 0.5000 0.0000 0.0250(3) Uani 1 2 d S
Cr2 Cr 1.0000 0.5000 0.5000 0.0267(3) Uani 1 2 d S
F1 F 0.4929(3) 0.4536(3) -0.1756(2) 0.0373(5) Uani 1 1 d .
F2 F 0.8795(3) 0.4902(3) 0.3263(2) 0.0388(6) Uani 1 1 d .
N1 n 0.7387(4) 0.5258(4) 0.0729(3) 0.0336(7) Uani 1 1 d .
H1 H 0.768(6) 0.535(5) 0.162(5) 0.040 Uiso 1 1 calc .
N2 n 0.6184(4) 0.7328(4) 0.0193(3) 0.0354(7) Uani 1 1 d .
H2 H 0.612(6) 0.740(5) -0.064(5) 0.043 Uiso 1 1 calc .
N3 n 1.0383(5) 0.3229(4) 0.4223(4) 0.0420(8) Uani 1 1 d .
H3 H 1.114(7) 0.318(6) 0.492(5) 0.050 Uiso 1 1 calc .
N4 n 0.7857(4) 0.3261(4) 0.5002(4) 0.0429(8) Uani 1 1 d .
H4 H 0.699(7) 0.308(6) 0.425(6) 0.051 Uiso 1 1 calc .
O1 O 0.2604(5) 0.2323(5) 0.5932(3) 0.0593(9) Uani 1 1 d D
O2 O 0.296(2) 0.0971(15) 0.3595(9) 0.249(7) Uani 1 1 d .
O3 O 0.2010(7) 0.0374(10) 0.1321(7) 0.150(3) Uani 1 1 d .
O4 O 0.3521(19) -0.0548(12) 0.2583(9) 0.216(6) Uani 1 1 d .
O5 O 0.4591(9) 0.1810(13) 0.2508(9) 0.277(8) Uani 1 1 d .
H11 H 0.349(4) 0.314(4) 0.660(4) 0.067(17) Uiso 1 1 d D
H12 H 0.305(6) 0.208(6) 0.538(4) 0.074(19) Uiso 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'
Cr Cr 0.3209 0.6236 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 '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
N1 C1 C2 108.5(3) . .
N1 C1 H1A 110.0 . .
C2 C1 H1A 110.0 . .
N1 C1 H1B 110.0 . .
C2 C1 H1B 110.0 . .
H1A C1 H1B 108.4 . .
N2 C2 C1 108.4(3) . .
N2 C2 H2A 110.0 . .
C1 C2 H2A 110.0 . .
N2 C2 H2B 110.0 . .
C1 C2 H2B 110.0 . .
H2A C2 H2B 108.4 . .
N2 C3 C4 112.0(3) . .
N2 C3 H3A 109.2 . .
C4 C3 H3A 109.2 . .
N2 C3 H3B 109.2 . .
C4 C3 H3B 109.2 . .
H3A C3 H3B 107.9 . .
C5 C4 C3 115.3(4) 2_665 .
C5 C4 H4A 108.5 2_665 .
C3 C4 H4A 108.5 . .
C5 C4 H4B 108.5 2_665 .
C3 C4 H4B 108.5 . .
H4A C4 H4B 107.5 . .
N1 C5 C4 111.9(4) . 2_665
N1 C5 H5A 109.2 . .
C4 C5 H5A 109.2 2_665 .
N1 C5 H5B 109.2 . .
C4 C5 H5B 109.2 2_665 .
H5A C5 H5B 107.9 . .
N3 C6 C7 109.3(4) . .
N3 C6 H6A 109.8 . .
C7 C6 H6A 109.8 . .
N3 C6 H6B 109.8 . .
C7 C6 H6B 109.8 . .
H6A C6 H6B 108.3 . .
C6 C7 n4 108.0(4) . .
C6 C7 H7A 110.1 . .
N4 C7 H7A 110.1 . .
C6 C7 H7B 110.1 . .
N4 C7 H7B 110.1 . .
H7A C7 H7B 108.4 . .
N4 C8 C9 112.0(4) . .
N4 C8 H8A 109.2 . .
C9 C8 H8A 109.2 . .
N4 C8 H8B 109.2 . .
C9 C8 H8B 109.2 . .
H8A C8 H8B 107.9 . .
C8 C9 C10 115.1(4) . 2_766
C8 C9 H9A 108.5 . .
C10 C9 H9A 108.5 2_766 .
C8 C9 H9B 108.5 . .
C10 C9 H9B 108.5 2_766 .
H9A C9 H9B 107.5 . .
N3 C10 C9 111.5(4) . 2_766
N3 C10 H10A 109.3 . .
C9 C10 H10A 109.3 2_766 .
N3 C10 H10B 109.3 . .
C9 C10 H10B 109.3 2_766 .
H10A C10 H10B 108.0 . .
O2 Cl O5 114.2(9) . .
O2 Cl O4 103.2(5) . .
O5 Cl O4 109.3(9) . .
O2 Cl O3 115.2(7) . .
O5 Cl O3 102.7(4) . .
O4 Cl O3 112.4(7) . .
F1 Cr1 F1 180.00(3) . 2_665
F1 Cr1 n2 89.23(12) . .
F1 Cr1 n2 90.77(12) 2_665 .
F1 Cr1 n2 90.77(12) . 2_665
F1 Cr1 n2 89.23(12) 2_665 2_665
N2 Cr1 n2 180.0 . 2_665
F1 Cr1 n1 89.46(12) . .
F1 Cr1 n1 90.54(12) 2_665 .
N2 Cr1 n1 85.34(14) . .
N2 Cr1 n1 94.66(14) 2_665 .
F1 Cr1 n1 90.54(12) . 2_665
F1 Cr1 n1 89.46(12) 2_665 2_665
N2 Cr1 n1 94.66(14) . 2_665
N2 Cr1 n1 85.34(14) 2_665 2_665
N1 Cr1 n1 180.0 . 2_665
F2 Cr2 F2 180.00(16) . 2_766
F2 Cr2 n3 89.20(12) . 2_766
F2 Cr2 n3 90.80(12) 2_766 2_766
F2 Cr2 n3 90.80(12) . .
F2 Cr2 n3 89.20(12) 2_766 .
N3 Cr2 n3 180.00(19) 2_766 .
F2 Cr2 n4 90.22(13) . .
F2 Cr2 n4 89.78(13) 2_766 .
N3 Cr2 n4 94.85(16) 2_766 .
N3 Cr2 n4 85.15(16) . .
F2 Cr2 n4 89.78(13) . 2_766
F2 Cr2 n4 90.22(13) 2_766 2_766
N3 Cr2 n4 85.15(16) 2_766 2_766
N3 Cr2 n4 94.85(16) . 2_766
N4 Cr2 n4 180.0 . 2_766
C5 n1 C1 112.4(3) . .
C5 n1 Cr1 114.8(3) . .
C1 n1 Cr1 106.2(3) . .
C5 n1 H1 108(3) . .
C1 n1 H1 108(3) . .
Cr1 n1 H1 108(3) . .
C3 n2 C2 113.1(3) . .
C3 n2 Cr1 116.0(3) . .
C2 n2 Cr1 106.7(2) . .
C3 n2 H2 107(3) . .
C2 n2 H2 107(3) . .
Cr1 n2 H2 107(3) . .
C10 n3 C6 114.3(4) . .
C10 n3 Cr2 116.1(3) . .
C6 n3 Cr2 106.4(3) . .
C10 n3 H3 106(3) . .
C6 n3 H3 107(3) . .
Cr2 n3 H3 106(3) . .
C8 n4 C7 113.4(4) . .
C8 n4 Cr2 115.4(3) . .
C7 n4 Cr2 106.3(3) . .
C8 n4 H4 107(3) . .
C7 n4 H4 107(3) . .
Cr2 n4 H4 107(3) . .
H11 O1 H12 103.0(15) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
C1 n1 1.485(5) .
C1 C2 1.525(7) .
C1 H1A 0.9700 .
C1 H1B 0.9700 .
C2 n2 1.487(5) .
C2 H2A 0.9700 .
C2 H2B 0.9700 .
C3 n2 1.485(6) .
C3 C4 1.524(7) .
C3 H3A 0.9700 .
C3 H3B 0.9700 .
C4 C5 1.514(7) 2_665
C4 H4A 0.9700 .
C4 H4B 0.9700 .
C5 n1 1.481(5) .
C5 C4 1.514(7) 2_665
C5 H5A 0.9700 .
C5 H5B 0.9700 .
C6 n3 1.489(7) .
C6 C7 1.490(8) .
C6 H6A 0.9700 .
C6 H6B 0.9700 .
C7 n4 1.493(7) .
C7 H7A 0.9700 .
C7 H7B 0.9700 .
C8 n4 1.493(6) .
C8 C9 1.508(9) .
C8 H8A 0.9700 .
C8 H8B 0.9700 .
C9 C10 1.516(9) 2_766
C9 H9A 0.9700 .
C9 H9B 0.9700 .
C10 n3 1.481(6) .
C10 C9 1.517(9) 2_766
C10 H10A 0.9700 .
C10 H10B 0.9700 .
Cl O2 1.303(6) .
Cl O5 1.314(6) .
Cl O4 1.340(6) .
Cl O3 1.391(5) .
Cr1 F1 1.882(2) .
Cr1 F1 1.882(2) 2_665
Cr1 n2 2.059(3) .
Cr1 n2 2.059(3) 2_665
Cr1 n1 2.068(3) .
Cr1 n1 2.068(3) 2_665
Cr2 F2 1.882(2) .
Cr2 F2 1.882(2) 2_766
Cr2 n3 2.051(4) 2_766
Cr2 n3 2.052(4) .
Cr2 n4 2.061(4) .
Cr2 n4 2.061(4) 2_766
N1 H1 0.91(5) .
N2 H2 0.91(5) .
N3 H3 0.91(6) .
N4 H4 0.91(6) .
O1 H11 0.896(10) .
O1 H12 0.894(10) .
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_4
N1 C1 C2 n2 -56.1(4) . .
N2 C3 C4 C5 70.4(5) . 2_665
N3 C6 C7 n4 56.1(5) . .
N4 C8 C9 C10 -72.1(6) . 2_766
C4 C5 n1 C1 -179.7(3) 2_665 .
C4 C5 n1 Cr1 -58.2(4) 2_665 .
C2 C1 n1 C5 167.8(3) . .
C2 C1 n1 Cr1 41.5(4) . .
F1 Cr1 n1 C5 -50.8(3) . .
F1 Cr1 n1 C5 129.2(3) 2_665 .
N2 Cr1 n1 C5 -140.1(3) . .
N2 Cr1 n1 C5 39.9(3) 2_665 .
N1 Cr1 n1 C5 4(6) 2_665 .
F1 Cr1 n1 C1 74.0(3) . .
F1 Cr1 n1 C1 -106.0(3) 2_665 .
N2 Cr1 n1 C1 -15.3(3) . .
N2 Cr1 n1 C1 164.7(3) 2_665 .
N1 Cr1 n1 C1 128(6) 2_665 .
C4 C3 n2 C2 -179.1(4) . .
C4 C3 n2 Cr1 -55.3(4) . .
C1 C2 n2 C3 169.3(3) . .
C1 C2 n2 Cr1 40.5(4) . .
F1 Cr1 n2 C3 129.3(3) . .
F1 Cr1 n2 C3 -50.7(3) 2_665 .
N2 Cr1 n2 C3 -35(5) 2_665 .
N1 Cr1 n2 C3 -141.2(3) . .
N1 Cr1 n2 C3 38.8(3) 2_665 .
F1 Cr1 n2 C2 -103.6(3) . .
F1 Cr1 n2 C2 76.4(3) 2_665 .
N2 Cr1 n2 C2 92(5) 2_665 .
N1 Cr1 n2 C2 -14.1(3) . .
N1 Cr1 n2 C2 165.9(3) 2_665 .
C9 C10 n3 C6 -179.0(4) 2_766 .
C9 C10 n3 Cr2 56.5(5) 2_766 .
C7 C6 n3 C10 -169.9(4) . .
C7 C6 n3 Cr2 -40.4(4) . .
F2 Cr2 n3 C10 51.4(3) . .
F2 Cr2 n3 C10 -128.6(3) 2_766 .
N3 Cr2 n3 C10 80(27) 2_766 .
N4 Cr2 n3 C10 141.6(3) . .
N4 Cr2 n3 C10 -38.4(3) 2_766 .
F2 Cr2 n3 C6 -77.1(3) . .
F2 Cr2 n3 C6 102.9(3) 2_766 .
N3 Cr2 n3 C6 -49(27) 2_766 .
N4 Cr2 n3 C6 13.1(3) . .
N4 Cr2 n3 C6 -166.9(3) 2_766 .
C9 C8 n4 C7 178.7(4) . .
C9 C8 n4 Cr2 55.8(5) . .
C6 C7 n4 C8 -169.7(4) . .
C6 C7 n4 Cr2 -41.9(4) . .
F2 Cr2 n4 C8 -126.9(3) . .
F2 Cr2 n4 C8 53.1(3) 2_766 .
N3 Cr2 n4 C8 -37.7(3) 2_766 .
N3 Cr2 n4 C8 142.3(3) . .
N4 Cr2 n4 C8 167(19) 2_766 .
F2 Cr2 n4 C7 106.5(3) . .
F2 Cr2 n4 C7 -73.5(3) 2_766 .
N3 Cr2 n4 C7 -164.3(3) 2_766 .
N3 Cr2 n4 C7 15.7(3) . .
N4 Cr2 n4 C7 41(19) 2_766 .
