#------------------------------------------------------------------------------
#$Date: 2016-03-23 15:24:39 +0200 (Wed, 23 Mar 2016) $
#$Revision: 179326 $
#$URL: svn://www.crystallography.net/cod/cif/4/32/23/4322318.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_4322318
loop_
_publ_author_name
'Corinne Rancurel'
'Daniel B. Leznoff'
'Jean-Pascal Sutter'
'Stéphane Golhen'
'Lahcène Ouahab'
'Janis Kliava'
'Olivier Kahn'
_publ_section_title
;
 Synthesis, Structure, and Magnetism of Mono- and Binuclear Manganese(II)
 Compounds of Nitronyl Nitroxide Substituted Phosphine Oxides
;
_journal_name_full               'Inorganic Chemistry'
_journal_page_first              4753
_journal_page_last               4758
_journal_paper_doi               10.1021/ic990527g
_journal_volume                  38
_journal_year                    1999
_chemical_formula_sum            'C35 H28 F12 Mn N2 O7 P'
_chemical_formula_weight         902.50
_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                93.84(2)
_cell_angle_beta                 108.054(16)
_cell_angle_gamma                105.69(3)
_cell_formula_units_Z            2
_cell_length_a                   10.6672(19)
_cell_length_b                   13.270(6)
_cell_length_c                   15.363(3)
_cell_measurement_reflns_used    25
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      10.661
_cell_measurement_theta_min      4.908
_cell_volume                     1963.4(11)
_computing_cell_refinement       Enraf-Nonius
_computing_data_collection       'Enraf-Nonius CAD4'
_computing_data_reduction        MolEN
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device_type  'Enraf-Nonius CAD4'
_diffrn_measurement_method       θ-2θ
_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  0.0224
_diffrn_reflns_av_sigmaI/netI    0.0736
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            8930
_diffrn_reflns_theta_full        26.98
_diffrn_reflns_theta_max         26.98
_diffrn_reflns_theta_min         1.41
_diffrn_standards_interval_count 250
_diffrn_standards_interval_time  60
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    0.482
_exptl_absorpt_correction_T_max  0.999167
_exptl_absorpt_correction_T_min  0.874998
_exptl_absorpt_correction_type   '\y scan'
_exptl_crystal_density_diffrn    1.527
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             912
_refine_diff_density_max         0.800
_refine_diff_density_min         -0.506
_refine_diff_density_rms         0.073
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.041
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     523
_refine_ls_number_reflns         8553
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.041
_refine_ls_R_factor_all          0.1634
_refine_ls_R_factor_gt           0.0697
_refine_ls_shift/su_max          0.513
_refine_ls_shift/su_mean         0.022
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.1193P)²+1.1163P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1920
_refine_ls_wR_factor_ref         0.2342
_reflns_number_gt                4400
_reflns_number_total             8553
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ic990527g_1.cif
_cod_data_source_block           3
_cod_depositor_comments
;
The following automatic conversions were performed:

'_refine_ls_weighting_scheme' value 'calc
w=1/[\s^2^(Fo^2^)+(0.1193P)^2^+1.1163P] where P=(Fo^2^+2Fc^2^)/3' was
changed to 'calc'. New tag '_refine_ls_weighting_details' was
created. The value of the new tag was set to
'w=1/[\s^2^(Fo^2^)+(0.1193P)^2^+1.1163P] where P=(Fo^2^+2Fc^2^)/3'.

Automatic conversion script
Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas 
;
_cod_original_cell_volume        1963.2(10)
_cod_database_code               4322318
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_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Mn1 Mn 0.14122(8) 0.27699(6) 0.35068(5) 0.0508(2) Uani 1 d . . .
P1 P 0.29885(13) 0.21815(10) 0.19892(8) 0.0472(3) Uani 1 d . . .
O1 O 0.5640(4) 0.5376(3) 0.2052(3) 0.0774(12) Uani 1 d . . .
O2 O 0.3165(4) 0.4184(3) 0.3957(2) 0.0564(9) Uani 1 d . . .
O3 O -0.0429(4) 0.1330(3) 0.3001(3) 0.0675(10) Uani 1 d . . .
O4 O -0.0055(4) 0.3442(3) 0.2656(3) 0.0668(10) Uani 1 d . . .
O5 O 0.1099(4) 0.3053(3) 0.4804(2) 0.0662(10) Uani 1 d . . .
O6 O 0.2456(4) 0.1716(3) 0.4210(2) 0.0606(9) Uani 1 d . . .
O7 O 0.1946(4) 0.2454(3) 0.2341(2) 0.0559(9) Uani 1 d . . .
N1 N 0.4809(4) 0.5299(3) 0.2494(3) 0.0522(10) Uani 1 d . . .
N2 N 0.3649(4) 0.4744(3) 0.3407(3) 0.0491(9) Uani 1 d . . .
C1 C 0.5296(5) 0.3769(4) 0.3211(3) 0.0480(11) Uani 1 d . . .
C2 C 0.4724(5) 0.2687(4) 0.2813(3) 0.0481(11) Uani 1 d . . .
C3 C 0.5578(6) 0.2046(5) 0.3055(4) 0.0650(14) Uani 1 d . . .
H3 H 0.5231 0.1325 0.2812 0.078 Uiso 1 calc R . .
C4 C 0.6932(7) 0.2466(5) 0.3650(4) 0.0735(17) Uani 1 d . . .
H4 H 0.7483 0.2024 0.3807 0.088 Uiso 1 calc R . .
C5 C 0.7468(6) 0.3515(5) 0.4008(4) 0.0700(16) Uani 1 d . . .
H5 H 0.8386 0.3791 0.4400 0.084 Uiso 1 calc R . .
C6 C 0.6657(6) 0.4164(5) 0.3793(4) 0.0600(13) Uani 1 d . . .
H6 H 0.7027 0.4882 0.4043 0.072 Uiso 1 calc R . .
C7 C 0.4521(5) 0.4542(4) 0.3008(3) 0.0465(11) Uani 1 d . . .
C8 C 0.3516(6) 0.5833(4) 0.3305(4) 0.0572(13) Uani 1 d . . .
C9 C 0.3898(6) 0.5993(4) 0.2423(4) 0.0577(13) Uani 1 d . . .
C10 C 0.4613(7) 0.6559(5) 0.4179(4) 0.0770(18) Uani 1 d . . .
H10A H 0.5512 0.6524 0.4209 0.116 Uiso 1 calc R . .
H10B H 0.4422 0.6333 0.4718 0.116 Uiso 1 calc R . .
H10C H 0.4592 0.7276 0.4158 0.116 Uiso 1 calc R . .
C11 C 0.2084(7) 0.5872(5) 0.3235(5) 0.0802(18) Uani 1 d . . .
H11A H 0.1945 0.5770 0.3815 0.120 Uiso 1 calc R . .
H11B H 0.1401 0.5321 0.2751 0.120 Uiso 1 calc R . .
H11C H 0.1999 0.6550 0.3095 0.120 Uiso 1 calc R . .
C12 C 0.2683(6) 0.5527(5) 0.1528(4) 0.0718(16) Uani 1 d . . .
H12A H 0.2198 0.4815 0.1559 0.108 Uiso 1 calc R . .
H12B H 0.3017 0.5522 0.1015 0.108 Uiso 1 calc R . .
H12C H 0.2066 0.5950 0.1443 0.108 Uiso 1 calc R . .
C13 C 0.4695(7) 0.7124(4) 0.2402(4) 0.0760(17) Uani 1 d . . .
H13A H 0.5460 0.7398 0.2974 0.114 Uiso 1 calc R . .
H13B H 0.4092 0.7558 0.2327 0.114 Uiso 1 calc R . .
H13C H 0.5037 0.7131 0.1893 0.114 Uiso 1 calc R . .
C14 C 0.2987(5) 0.2724(4) 0.0953(3) 0.0491(11) Uani 1 d . . .
C15 C 0.4159(6) 0.3127(5) 0.0752(4) 0.0711(16) Uani 1 d . . .
H15 H 0.5008 0.3121 0.1160 0.085 Uiso 1 calc R . .
C16 C 0.4095(7) 0.3552(6) -0.0071(4) 0.0827(19) Uani 1 d . . .
H16 H 0.4903 0.3843 -0.0199 0.099 Uiso 1 calc R . .
C17 C 0.2868(7) 0.3538(5) -0.0670(4) 0.0797(18) Uani 1 d . . .
H17 H 0.2823 0.3799 -0.1222 0.096 Uiso 1 calc R . .
C18 C 0.1692(7) 0.3143(6) -0.0473(4) 0.093(2) Uani 1 d . . .
H18 H 0.0845 0.3143 -0.0887 0.112 Uiso 1 calc R . .
C19 C 0.1745(6) 0.2736(5) 0.0349(4) 0.0761(18) Uani 1 d . . .
H19 H 0.0938 0.2474 0.0485 0.091 Uiso 1 calc R . .
C20 C 0.2611(6) 0.0777(4) 0.1707(3) 0.0578(13) Uani 1 d . . .
C21 C 0.3040(9) 0.0335(5) 0.1070(5) 0.103(3) Uani 1 d . . .
H21 H 0.3510 0.0768 0.0747 0.124 Uiso 1 calc R . .
C22 C 0.2784(11) -0.0749(6) 0.0899(6) 0.118(3) Uani 1 d . . .
H22 H 0.3129 -0.1042 0.0492 0.142 Uiso 1 calc R . .
C23 C 0.2034(8) -0.1375(5) 0.1327(6) 0.094(2) Uani 1 d . . .
H23 H 0.1797 -0.2108 0.1178 0.112 Uiso 1 calc R . .
C24 C 0.1622(10) -0.0953(6) 0.1967(7) 0.122(3) Uani 1 d . . .
H24 H 0.1138 -0.1393 0.2279 0.146 Uiso 1 calc R . .
C25 C 0.1913(9) 0.0124(5) 0.2161(5) 0.100(2) Uani 1 d . . .
H25 H 0.1630 0.0411 0.2608 0.120 Uiso 1 calc R . .
C26 C -0.1589(7) 0.3693(7) 0.1315(5) 0.088(2) Uani 1 d . . .
C27 C -0.1082(6) 0.2974(5) 0.1968(4) 0.0655(15) Uani 1 d . . .
C28 C -0.1804(7) 0.1908(6) 0.1731(4) 0.0764(17) Uani 1 d . . .
H28 H -0.2577 0.1673 0.1193 0.092 Uiso 1 calc R . .
C29 C -0.1408(6) 0.1169(5) 0.2275(4) 0.0665(15) Uani 1 d . . .
C30 C -0.2372(13) 0.0044(7) 0.1941(6) 0.121(3) Uani 1 d . . .
C31 C 0.0593(7) 0.2787(6) 0.6146(4) 0.0781(18) Uani 1 d . . .
C32 C 0.1154(5) 0.2472(5) 0.5406(3) 0.0575(13) Uani 1 d . . .
C33 C 0.1677(6) 0.1625(5) 0.5490(4) 0.0705(16) Uani 1 d . . .
H33 H 0.1623 0.1255 0.5977 0.085 Uiso 1 calc R . .
C34 C 0.2275(6) 0.1301(4) 0.4893(4) 0.0614(14) Uani 1 d . . .
C35 C 0.2873(10) 0.0392(6) 0.5064(6) 0.101(2) Uani 1 d . . .
F1 F -0.2733(5) 0.3225(4) 0.0601(3) 0.1364(19) Uani 1 d . . .
F2 F -0.0704(5) 0.4140(6) 0.0950(5) 0.194(4) Uani 1 d . . .
F3 F -0.1908(9) 0.4413(6) 0.1704(5) 0.203(4) Uani 1 d . . .
F4 F -0.3182(10) -0.0215(5) 0.1156(4) 0.240(5) Uani 1 d . . .
F5 F -0.1687(8) -0.0604(6) 0.1998(11) 0.296(7) Uani 1 d . . .
F6 F -0.3026(11) -0.0285(6) 0.2436(6) 0.252(6) Uani 1 d . . .
F7 F -0.0759(5) 0.2552(4) 0.5813(3) 0.1220(16) Uani 1 d . . .
F8 F 0.1000(8) 0.3770(5) 0.6439(5) 0.217(4) Uani 1 d . . .
F9 F 0.0803(8) 0.2323(7) 0.6845(4) 0.208(4) Uani 1 d . . .
F10 F 0.2806(10) -0.0170(6) 0.4376(5) 0.213(4) Uani 1 d . . .
F11 F 0.2176(9) -0.0309(5) 0.5445(6) 0.207(3) Uani 1 d . . .
F12 F 0.4023(7) 0.0647(5) 0.5635(7) 0.247(5) Uani 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'
Mn Mn 0.3368 0.7283 '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'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.1023 0.0942 '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'
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
_geom_angle_publ_flag
O7 Mn1 O4 87.53(14) . . ?
O7 Mn1 O5 172.72(14) . . ?
O4 Mn1 O5 99.54(14) . . ?
O7 Mn1 O2 88.44(13) . . ?
O4 Mn1 O2 97.46(15) . . ?
O5 Mn1 O2 88.93(14) . . ?
O7 Mn1 O6 91.04(13) . . ?
O4 Mn1 O6 165.13(16) . . ?
O5 Mn1 O6 82.56(13) . . ?
O2 Mn1 O6 97.29(14) . . ?
O7 Mn1 O3 90.70(14) . . ?
O4 Mn1 O3 80.85(15) . . ?
O5 Mn1 O3 92.12(15) . . ?
O2 Mn1 O3 178.14(13) . . ?
O6 Mn1 O3 84.37(15) . . ?
O7 P1 C20 111.7(2) . . ?
O7 P1 C14 110.1(2) . . ?
C20 P1 C14 107.3(2) . . ?
O7 P1 C2 112.8(2) . . ?
C20 P1 C2 107.2(2) . . ?
C14 P1 C2 107.5(2) . . ?
N2 O2 Mn1 124.7(3) . . ?
C29 O3 Mn1 125.6(4) . . ?
C27 O4 Mn1 127.0(4) . . ?
C32 O5 Mn1 126.8(4) . . ?
C34 O6 Mn1 126.6(3) . . ?
P1 O7 Mn1 146.2(2) . . ?
O1 N1 C7 125.7(4) . . ?
O1 N1 C9 122.7(4) . . ?
C7 N1 C9 111.2(4) . . ?
O2 N2 C7 125.7(4) . . ?
O2 N2 C8 122.1(4) . . ?
C7 N2 C8 111.2(4) . . ?
C6 C1 C2 120.4(5) . . ?
C6 C1 C7 116.5(5) . . ?
C2 C1 C7 123.0(4) . . ?
C3 C2 C1 117.2(5) . . ?
C3 C2 P1 122.0(4) . . ?
C1 C2 P1 120.8(3) . . ?
C4 C3 C2 120.9(5) . . ?
C5 C4 C3 120.8(5) . . ?
C4 C5 C6 119.8(6) . . ?
C1 C6 C5 121.0(5) . . ?
N2 C7 N1 108.9(4) . . ?
N2 C7 C1 127.6(4) . . ?
N1 C7 C1 122.4(4) . . ?
N2 C8 C11 111.7(4) . . ?
N2 C8 C9 100.0(4) . . ?
C11 C8 C9 115.5(5) . . ?
N2 C8 C10 104.9(4) . . ?
C11 C8 C10 110.8(5) . . ?
C9 C8 C10 112.9(5) . . ?
N1 C9 C12 105.9(4) . . ?
N1 C9 C13 109.9(4) . . ?
C12 C9 C13 111.2(4) . . ?
N1 C9 C8 100.1(4) . . ?
C12 C9 C8 113.6(5) . . ?
C13 C9 C8 115.0(5) . . ?
C15 C14 C19 119.3(5) . . ?
C15 C14 P1 122.9(4) . . ?
C19 C14 P1 117.8(4) . . ?
C14 C15 C16 120.3(5) . . ?
C17 C16 C15 119.9(5) . . ?
C18 C17 C16 120.2(5) . . ?
C17 C18 C19 120.4(6) . . ?
C14 C19 C18 119.8(5) . . ?
C21 C20 C25 118.4(6) . . ?
C21 C20 P1 122.2(5) . . ?
C25 C20 P1 119.4(4) . . ?
C20 C21 C22 120.7(7) . . ?
C23 C22 C21 119.4(7) . . ?
C24 C23 C22 120.7(7) . . ?
C23 C24 C25 120.0(7) . . ?
C20 C25 C24 120.7(7) . . ?
F3 C26 F2 108.1(9) . . ?
F3 C26 F1 102.8(6) . . ?
F2 C26 F1 104.5(7) . . ?
F3 C26 C27 112.8(6) . . ?
F2 C26 C27 112.5(5) . . ?
F1 C26 C27 115.4(7) . . ?
O4 C27 C28 128.9(5) . . ?
O4 C27 C26 114.0(6) . . ?
C28 C27 C26 117.1(6) . . ?
C27 C28 C29 121.9(6) . . ?
O3 C29 C28 128.2(6) . . ?
O3 C29 C30 117.0(6) . . ?
C28 C29 C30 114.6(6) . . ?
F5 C30 F4 103.1(10) . . ?
F5 C30 F6 99.4(10) . . ?
F4 C30 F6 106.1(12) . . ?
F5 C30 C29 110.5(10) . . ?
F4 C30 C29 120.4(7) . . ?
F6 C30 C29 114.8(8) . . ?
F8 C31 F9 107.5(7) . . ?
F8 C31 F7 103.8(7) . . ?
F9 C31 F7 103.5(6) . . ?
F8 C31 C32 113.9(5) . . ?
F9 C31 C32 116.0(6) . . ?
F7 C31 C32 111.0(5) . . ?
O5 C32 C33 128.6(5) . . ?
O5 C32 C31 113.2(5) . . ?
C33 C32 C31 118.1(5) . . ?
C32 C33 C34 123.4(5) . . ?
O6 C34 C33 127.0(5) . . ?
O6 C34 C35 113.2(6) . . ?
C33 C34 C35 119.7(6) . . ?
F12 C35 F10 110.8(10) . . ?
F12 C35 F11 101.5(8) . . ?
F10 C35 F11 101.0(8) . . ?
F12 C35 C34 113.8(7) . . ?
F10 C35 C34 116.5(6) . . ?
F11 C35 C34 111.5(8) . . ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Mn1 O7 2.089(3) . ?
Mn1 O4 2.144(4) . ?
Mn1 O5 2.147(3) . ?
Mn1 O2 2.150(4) . ?
Mn1 O6 2.159(3) . ?
Mn1 O3 2.222(4) . ?
P1 O7 1.492(3) . ?
P1 C20 1.789(6) . ?
P1 C14 1.790(4) . ?
P1 C2 1.800(5) . ?
O1 N1 1.261(5) . ?
O2 N2 1.297(4) . ?
O3 C29 1.227(6) . ?
O4 C27 1.236(7) . ?
O5 C32 1.240(6) . ?
O6 C34 1.260(6) . ?
N1 C7 1.348(6) . ?
N1 C9 1.495(6) . ?
N2 C7 1.333(5) . ?
N2 C8 1.504(6) . ?
C1 C6 1.380(7) . ?
C1 C2 1.408(7) . ?
C1 C7 1.474(6) . ?
C2 C3 1.394(7) . ?
C3 C4 1.383(8) . ?
C4 C5 1.356(8) . ?
C5 C6 1.365(7) . ?
C8 C11 1.512(8) . ?
C8 C9 1.544(7) . ?
C8 C10 1.531(8) . ?
C9 C12 1.516(8) . ?
C9 C13 1.520(7) . ?
C14 C15 1.359(7) . ?
C14 C19 1.366(7) . ?
C15 C16 1.409(7) . ?
C16 C17 1.341(8) . ?
C17 C18 1.357(9) . ?
C18 C19 1.397(7) . ?
C20 C21 1.363(8) . ?
C20 C25 1.358(8) . ?
C21 C22 1.380(10) . ?
C22 C23 1.341(11) . ?
C23 C24 1.342(10) . ?
C24 C25 1.368(10) . ?
C26 F3 1.269(9) . ?
C26 F2 1.274(8) . ?
C26 F1 1.322(8) . ?
C26 C27 1.511(8) . ?
C27 C28 1.376(9) . ?
C28 C29 1.397(8) . ?
C29 C30 1.513(11) . ?
C30 F5 1.262(11) . ?
C30 F4 1.206(10) . ?
C30 F6 1.210(11) . ?
C31 F8 1.260(8) . ?
C31 F9 1.263(7) . ?
C31 F7 1.311(7) . ?
C31 C32 1.523(8) . ?
C32 C33 1.380(8) . ?
C33 C34 1.376(8) . ?
C34 C35 1.512(9) . ?
C35 F12 1.207(9) . ?
C35 F10 1.223(9) . ?
C35 F11 1.315(10) . ?
