#------------------------------------------------------------------------------
#$Date: 2016-03-23 22:52:40 +0200 (Wed, 23 Mar 2016) $
#$Revision: 179494 $
#$URL: svn://www.crystallography.net/cod/cif/4/33/91/4339100.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_4339100
loop_
_publ_author_name
'Darensbourg, Donald J.'
'Frantz, Eric B.'
_publ_section_title
;
 Manganese(III) Schiff base complexes: chemistry relevant to the
 copolymerization of epoxides and carbon dioxide.
;
_journal_issue                   15
_journal_name_full               'Inorganic chemistry'
_journal_page_first              5967
_journal_page_last               5978
_journal_paper_doi               10.1021/ic7003968
_journal_volume                  46
_journal_year                    2007
_chemical_formula_sum            'C14 H24 Mn N3 O6'
_chemical_formula_weight         385.30
_chemical_name_common            EtOH/NO3
_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                 94.7680(10)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   8.1727(5)
_cell_length_b                   17.1898(11)
_cell_length_c                   12.3854(8)
_cell_measurement_temperature    110(2)
_cell_volume                     1733.97(19)
_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    DIRDIF-99
_diffrn_ambient_temperature      110(2)
_diffrn_measured_fraction_theta_full 0.988
_diffrn_measured_fraction_theta_max 0.988
_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  0.0418
_diffrn_reflns_av_sigmaI/netI    0.0399
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            16375
_diffrn_reflns_theta_full        27.55
_diffrn_reflns_theta_max         27.55
_diffrn_reflns_theta_min         2.03
_exptl_absorpt_coefficient_mu    0.796
_exptl_absorpt_correction_T_max  0.9036
_exptl_absorpt_correction_T_min  0.8381
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   sadabs
_exptl_crystal_density_diffrn    1.476
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             808
_exptl_crystal_size_max          0.23
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.13
_refine_diff_density_max         3.378
_refine_diff_density_min         -0.381
_refine_diff_density_rms         0.166
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.989
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     222
_refine_ls_number_reflns         3952
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.989
_refine_ls_R_factor_all          0.0880
_refine_ls_R_factor_gt           0.0689
_refine_ls_shift/su_max          0.037
_refine_ls_shift/su_mean         0.004
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.1300P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1622
_refine_ls_wR_factor_ref         0.1786
_reflns_number_gt                2833
_reflns_number_total             3952
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ic7003968_ddef_0605.cif
_cod_data_source_block           ddef43m
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to
/usr/data/users/saulius/automatic-downloads/retrospective/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 2281 2013-09-26 08:29:07Z andrius 
;
_cod_original_sg_symbol_H-M      P2(1)/n
_cod_database_code               4339100
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
Mn1 Mn 0.00336(5) 0.22959(2) 0.48058(3) 0.02000(18) Uani 1 1 d .
O1 O -0.0942(2) 0.32381(12) 0.42857(15) 0.0221(4) Uani 1 1 d .
O2 O -0.0449(2) 0.18046(11) 0.34364(15) 0.0237(5) Uani 1 1 d .
O3 O -0.2314(2) 0.18018(12) 0.54615(17) 0.0281(5) Uani 1 1 d .
O4 O -0.4247(3) 0.26005(13) 0.4851(2) 0.0310(5) Uani 1 1 d .
O5 O -0.4838(3) 0.15740(14) 0.5746(2) 0.0389(6) Uani 1 1 d .
O6 O 0.2432(3) 0.26874(12) 0.42073(17) 0.0285(5) Uani 1 1 d .
H6A H 0.3539 0.2635 0.4454 0.043 Uiso 1 1 d R
N1 N 0.0585(3) 0.27288(13) 0.6268(2) 0.0209(5) Uani 1 1 d .
N2 N 0.1151(3) 0.13568(14) 0.53981(19) 0.0222(5) Uani 1 1 d .
N3 N -0.3814(3) 0.19920(16) 0.5354(2) 0.0254(6) Uani 1 1 d .
C1 C 0.0073(3) 0.33950(17) 0.6627(2) 0.0222(6) Uani 1 1 d .
C2 C -0.0945(3) 0.39082(18) 0.5962(2) 0.0259(6) Uani 1 1 d .
H2 H -0.1362 0.4353 0.6302 0.031 Uiso 1 1 calc R
C3 C -0.1376(3) 0.38155(17) 0.4875(2) 0.0231(6) Uani 1 1 d .
C4 C 0.1654(3) 0.07724(17) 0.4849(2) 0.0237(6) Uani 1 1 d .
C5 C 0.1313(3) 0.07150(17) 0.3698(2) 0.0253(6) Uani 1 1 d .
H5A H 0.1834 0.0308 0.3337 0.030 Uiso 1 1 calc R
C6 C 0.0293(3) 0.12025(17) 0.3077(2) 0.0235(6) Uani 1 1 d .
C7 C 0.1740(4) 0.22207(17) 0.6940(2) 0.0241(6) Uani 1 1 d .
H7A H 0.1565 0.2283 0.7716 0.029 Uiso 1 1 calc R
H7B H 0.2889 0.2364 0.6834 0.029 Uiso 1 1 calc R
C8 C 0.1414(4) 0.13866(18) 0.6591(2) 0.0263(6) Uani 1 1 d .
H8A H 0.2362 0.1056 0.6842 0.032 Uiso 1 1 calc R
H8B H 0.0430 0.1188 0.6916 0.032 Uiso 1 1 calc R
C9 C 0.0496(4) 0.36593(19) 0.7783(2) 0.0271(6) Uani 1 1 d .
H9A H -0.0263 0.3418 0.8257 0.041 Uiso 1 1 calc R
H9B H 0.0400 0.4227 0.7823 0.041 Uiso 1 1 calc R
H9C H 0.1623 0.3504 0.8017 0.041 Uiso 1 1 calc R
C10 C -0.2422(4) 0.44180(19) 0.4265(3) 0.0330(7) Uani 1 1 d .
H10A H -0.1821 0.4635 0.3682 0.049 Uiso 1 1 calc R
H10B H -0.2684 0.4835 0.4762 0.049 Uiso 1 1 calc R
H10C H -0.3440 0.4176 0.3955 0.049 Uiso 1 1 calc R
C11 C 0.2612(4) 0.01050(17) 0.5392(3) 0.0295(7) Uani 1 1 d .
H11A H 0.3629 0.0304 0.5768 0.044 Uiso 1 1 calc R
H11B H 0.2878 -0.0275 0.4843 0.044 Uiso 1 1 calc R
H11C H 0.1948 -0.0146 0.5916 0.044 Uiso 1 1 calc R
C12 C -0.0087(4) 0.10505(19) 0.1882(2) 0.0299(7) Uani 1 1 d .
H12A H -0.1278 0.1057 0.1709 0.045 Uiso 1 1 calc R
H12B H 0.0350 0.0541 0.1699 0.045 Uiso 1 1 calc R
H12C H 0.0422 0.1455 0.1464 0.045 Uiso 1 1 calc R
C13 C 0.2460(4) 0.30770(18) 0.3180(2) 0.0300(7) Uani 1 1 d .
H13A H 0.1465 0.2936 0.2710 0.036 Uiso 1 1 calc R
H13B H 0.3431 0.2904 0.2817 0.036 Uiso 1 1 calc R
C14 C 0.2523(5) 0.3938(2) 0.3330(3) 0.0486(10) Uani 1 1 d .
H14A H 0.1591 0.4106 0.3722 0.073 Uiso 1 1 calc R
H14B H 0.2468 0.4193 0.2620 0.073 Uiso 1 1 calc R
H14C H 0.3551 0.4081 0.3746 0.073 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'
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'
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
O1 Mn1 O2 91.49(8)
O1 Mn1 N2 176.42(9)
O2 Mn1 N2 91.35(9)
O1 Mn1 N1 92.70(9)
O2 Mn1 N1 175.76(9)
N2 Mn1 N1 84.48(10)
O1 Mn1 O6 89.18(8)
O2 Mn1 O6 87.76(8)
N2 Mn1 O6 88.75(9)
N1 Mn1 O6 92.89(9)
O1 Mn1 O3 95.49(8)
O2 Mn1 O3 91.92(8)
N2 Mn1 O3 86.59(8)
N1 Mn1 O3 87.09(9)
O6 Mn1 O3 175.33(8)
C3 O1 Mn1 126.09(18)
C6 O2 Mn1 126.23(18)
N3 O3 Mn1 134.01(19)
C13 O6 Mn1 120.49(17)
C1 N1 C7 121.9(2)
C1 N1 Mn1 125.88(19)
C7 N1 Mn1 112.17(18)
C4 N2 C8 121.7(2)
C4 N2 Mn1 126.6(2)
C8 N2 Mn1 111.67(18)
O5 N3 O4 120.6(2)
O5 N3 O3 119.5(3)
O4 N3 O3 120.0(2)
N1 C1 C2 122.1(3)
N1 C1 C9 122.0(3)
C2 C1 C9 115.9(3)
C3 C2 C1 125.8(3)
O1 C3 C2 125.5(3)
O1 C3 C10 114.5(2)
C2 C3 C10 120.1(3)
N2 C4 C5 122.0(3)
N2 C4 C11 121.8(3)
C5 C4 C11 116.1(3)
C6 C5 C4 125.1(3)
O2 C6 C5 125.0(3)
O2 C6 C12 114.3(3)
C5 C6 C12 120.7(3)
N1 C7 C8 107.9(2)
N2 C8 C7 109.0(2)
O6 C13 C14 110.8(3)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
Mn1 O1 1.894(2)
Mn1 O2 1.9063(19)
Mn1 N2 1.966(2)
Mn1 N1 1.975(2)
Mn1 O6 2.255(2)
Mn1 O3 2.307(2)
O1 C3 1.299(3)
O2 C6 1.297(3)
O3 N3 1.265(3)
O4 N3 1.253(3)
O5 N3 1.233(3)
O6 C13 1.439(4)
N1 C1 1.310(4)
N1 C7 1.488(4)
N2 C4 1.299(4)
N2 C8 1.476(4)
C1 C2 1.426(4)
C1 C9 1.514(4)
C2 C3 1.372(4)
C3 C10 1.505(4)
C4 C5 1.433(4)
C4 C11 1.514(4)
C5 C6 1.372(4)
C6 C12 1.509(4)
C7 C8 1.515(4)
C13 C14 1.493(5)
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
O2 Mn1 O1 C3 164.2(2)
N2 Mn1 O1 C3 -53.3(15)
N1 Mn1 O1 C3 -15.2(2)
O6 Mn1 O1 C3 -108.1(2)
O3 Mn1 O1 C3 72.1(2)
O1 Mn1 O2 C6 157.6(2)
N2 Mn1 O2 C6 -20.2(2)
N1 Mn1 O2 C6 -30.5(13)
O6 Mn1 O2 C6 68.5(2)
O3 Mn1 O2 C6 -106.9(2)
O1 Mn1 O3 N3 12.1(2)
O2 Mn1 O3 N3 -79.6(2)
N2 Mn1 O3 N3 -170.8(2)
N1 Mn1 O3 N3 104.5(2)
O6 Mn1 O3 N3 -165.6(9)
O1 Mn1 O6 C13 -40.6(2)
O2 Mn1 O6 C13 50.9(2)
N2 Mn1 O6 C13 142.3(2)
N1 Mn1 O6 C13 -133.3(2)
O3 Mn1 O6 C13 137.0(9)
O1 Mn1 N1 C1 10.1(2)
O2 Mn1 N1 C1 -161.8(11)
N2 Mn1 N1 C1 -172.1(2)
O6 Mn1 N1 C1 99.4(2)
O3 Mn1 N1 C1 -85.3(2)
O1 Mn1 N1 C7 -167.59(18)
O2 Mn1 N1 C7 20.5(13)
N2 Mn1 N1 C7 10.19(19)
O6 Mn1 N1 C7 -78.28(19)
O3 Mn1 N1 C7 97.05(19)
O1 Mn1 N2 C4 -126.6(14)
O2 Mn1 N2 C4 15.9(2)
N1 Mn1 N2 C4 -164.9(2)
O6 Mn1 N2 C4 -71.8(2)
O3 Mn1 N2 C4 107.7(2)
O1 Mn1 N2 C8 52.0(15)
O2 Mn1 N2 C8 -165.48(18)
N1 Mn1 N2 C8 13.76(18)
O6 Mn1 N2 C8 106.79(18)
O3 Mn1 N2 C8 -73.64(18)
Mn1 O3 N3 O5 174.51(19)
Mn1 O3 N3 O4 -5.4(4)
C7 N1 C1 C2 175.7(3)
Mn1 N1 C1 C2 -1.8(4)
C7 N1 C1 C9 -5.6(4)
Mn1 N1 C1 C9 176.9(2)
N1 C1 C2 C3 -6.5(5)
C9 C1 C2 C3 174.7(3)
Mn1 O1 C3 C2 12.4(4)
Mn1 O1 C3 C10 -168.31(19)
C1 C2 C3 O1 1.1(5)
C1 C2 C3 C10 -178.1(3)
C8 N2 C4 C5 176.0(2)
Mn1 N2 C4 C5 -5.5(4)
C8 N2 C4 C11 -3.0(4)
Mn1 N2 C4 C11 175.5(2)
N2 C4 C5 C6 -7.8(5)
C11 C4 C5 C6 171.2(3)
Mn1 O2 C6 C5 14.6(4)
Mn1 O2 C6 C12 -167.02(18)
C4 C5 C6 O2 3.2(5)
C4 C5 C6 C12 -175.0(3)
C1 N1 C7 C8 151.3(3)
Mn1 N1 C7 C8 -30.9(3)
C4 N2 C8 C7 144.4(3)
Mn1 N2 C8 C7 -34.3(3)
N1 C7 C8 N2 41.6(3)
Mn1 O6 C13 C14 96.9(3)
