#------------------------------------------------------------------------------
#$Date: 2016-02-13 14:50:18 +0200 (Sat, 13 Feb 2016) $
#$Revision: 176428 $
#$URL: svn://www.crystallography.net/cod/cif/7/03/65/7036514.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_7036514
loop_
_publ_author_name
'Manrique, Ester'
'Poater, Albert'
'Fontrodona, Xavier'
'Solà, Miquel'
'Rodríguez, Montserrat'
'Romero, Isabel'
_publ_section_title
;
 Reusable manganese compounds containing pyrazole-based ligands for olefin
 epoxidation reactions.
;
_journal_issue                   40
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              17529
_journal_page_last               17543
_journal_paper_doi               10.1039/c5dt02787j
_journal_volume                  44
_journal_year                    2015
_chemical_formula_moiety         'C24 H28 Mn N6 O8'
_chemical_formula_sum            'C24 H28 Mn N6 O8'
_chemical_formula_weight         583.46
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           60
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  '-P 2n 2ab'
_symmetry_space_group_name_H-M   'P b c n'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_audit_update_record
;
2014-10-31 deposited with the CCDC.
2015-09-11 downloaded from the CCDC.
;
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   13.439(3)
_cell_length_b                   10.422(3)
_cell_length_c                   20.069(5)
_cell_measurement_reflns_used    3506
_cell_measurement_temperature    298(2)
_cell_measurement_theta_max      22.96
_cell_measurement_theta_min      2.47
_cell_volume                     2810.9(12)
_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      298(2)
_diffrn_measured_fraction_theta_full 0.991
_diffrn_measured_fraction_theta_max 0.991
_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  0.1204
_diffrn_reflns_av_sigmaI/netI    0.0557
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_number            40443
_diffrn_reflns_theta_full        28.30
_diffrn_reflns_theta_max         28.30
_diffrn_reflns_theta_min         2.03
_exptl_absorpt_coefficient_mu    0.525
_exptl_absorpt_correction_T_max  1.0
_exptl_absorpt_correction_T_min  0.401869
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_process_details   'SADABS v2.10 BRUKER 2001'
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.379
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             1212
_exptl_crystal_size_max          0.40
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.10
_refine_diff_density_max         0.244
_refine_diff_density_min         -0.205
_refine_diff_density_rms         0.048
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.005
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     187
_refine_ls_number_reflns         3467
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.005
_refine_ls_R_factor_all          0.0900
_refine_ls_R_factor_gt           0.0468
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0504P)²+0.3540P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1022
_refine_ls_wR_factor_ref         0.1223
_reflns_number_gt                2102
_reflns_number_total             3467
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c5dt02787j2.cif
_cod_data_source_block           e_c03
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Orthorhombic' changed to
'orthorhombic' according to
/usr/data/users/saulius/crontab/automatic-downloads/rss-feeds/RSC/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 3271 2015-04-21 07:52:19Z andrius 

 Adding full bibliography for 7036512--7036517.cif.
;
_cod_original_cell_volume        2811.0(12)
_cod_original_sg_symbol_H-M      Pbcn
_cod_database_code               7036514
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, -y+1/2, z+1/2'
'-x, y, -z+1/2'
'x+1/2, -y+1/2, -z'
'-x, -y, -z'
'x-1/2, y-1/2, -z-1/2'
'x, -y, z-1/2'
'-x-1/2, y-1/2, 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
Mn1 Mn 0.5000 0.10731(4) 0.7500 0.03898(16) Uani 1 2 d S
O1 O 0.54258(13) 0.24564(16) 0.82246(10) 0.0623(5) Uani 1 1 d .
N1 N 0.43546(13) -0.06149(17) 0.68660(10) 0.0435(5) Uani 1 1 d .
H1 H 0.701(2) 0.181(3) 0.6502(15) 0.075(10) Uiso 1 1 d .
C1 C 0.48636(17) -0.1301(2) 0.64153(14) 0.0525(6) Uani 1 1 d .
H1A H 0.5511 -0.1057 0.6313 0.063 Uiso 1 1 calc R
N2 N 0.72306(16) 0.1247(2) 0.67509(12) 0.0531(6) Uani 1 1 d .
O2 O 0.42195(13) 0.26067(18) 0.89644(10) 0.0715(6) Uani 1 1 d .
C2 C 0.4466(2) -0.2352(2) 0.60992(14) 0.0627(8) Uani 1 1 d .
H2A H 0.4833 -0.2798 0.5782 0.075 Uiso 1 1 calc R
N3 N 0.65827(13) 0.06887(17) 0.71732(10) 0.0437(5) Uani 1 1 d .
C3 C 0.3523(2) -0.2731(3) 0.62566(15) 0.0657(8) Uani 1 1 d .
H3A H 0.3248 -0.3447 0.6051 0.079 Uiso 1 1 calc R
C4 C 0.29858(19) -0.2062(2) 0.67147(13) 0.0539(6) Uani 1 1 d .
H4A H 0.2344 -0.2316 0.6826 0.065 Uiso 1 1 calc R
C5 C 0.34130(16) -0.0995(2) 0.70120(12) 0.0409(5) Uani 1 1 d .
C6 C 0.71046(15) -0.0217(2) 0.74924(12) 0.0400(5) Uani 1 1 d .
C7 C 0.80972(17) -0.0226(3) 0.72633(15) 0.0594(7) Uani 1 1 d .
H7A H 0.8612 -0.0762 0.7400 0.071 Uiso 1 1 calc R
C8 C 0.81353(19) 0.0728(3) 0.67941(15) 0.0610(7) Uani 1 1 d .
H8A H 0.8692 0.0970 0.6550 0.073 Uiso 1 1 calc R
C9 C 0.50510(18) 0.2898(2) 0.87467(13) 0.0487(6) Uani 1 1 d .
C10 C 0.5656(2) 0.3844(3) 0.9144(2) 0.0946(12) Uani 1 1 d .
H10A H 0.5974 0.4438 0.8847 0.142 Uiso 1 1 calc R
H10B H 0.6153 0.3392 0.9396 0.142 Uiso 1 1 calc R
H10C H 0.5227 0.4303 0.9443 0.142 Uiso 1 1 calc R
O1W O 0.32278(16) 0.4087(2) 0.97469(11) 0.0757(6) Uani 1 1 d .
H1W H 0.363(3) 0.343(3) 0.9472(18) 0.125(13) Uiso 1 1 d .
C1W C 0.2283(2) 0.3870(3) 0.96705(15) 0.0664(8) Uani 1 1 d .
O2W O 0.19629(15) 0.3029(2) 0.93186(13) 0.0932(8) Uani 1 1 d .
C2W C 0.1619(3) 0.4774(4) 1.00541(19) 0.1001(12) Uani 1 1 d .
H2WA H 0.1043 0.4318 1.0209 0.150 Uiso 1 1 calc R
H2WB H 0.1414 0.5465 0.9769 0.150 Uiso 1 1 calc R
H2WC H 0.1977 0.5115 1.0428 0.150 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'
Mn Mn 0.3368 0.7283 '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
O1 Mn1 O1 94.61(11) . 3_656
O1 Mn1 N3 100.07(7) . 3_656
O1 Mn1 N3 93.75(7) 3_656 3_656
O1 Mn1 N3 93.75(7) . .
O1 Mn1 N3 100.07(7) 3_656 .
N3 Mn1 N3 159.59(9) 3_656 .
O1 Mn1 N1 169.20(7) . .
O1 Mn1 N1 92.19(7) 3_656 .
N3 Mn1 N1 71.08(7) 3_656 .
N3 Mn1 N1 93.31(7) . .
O1 Mn1 N1 92.19(7) . 3_656
O1 Mn1 N1 169.20(7) 3_656 3_656
N3 Mn1 N1 93.31(7) 3_656 3_656
N3 Mn1 N1 71.08(7) . 3_656
N1 Mn1 N1 82.39(9) . 3_656
C9 O1 Mn1 135.59(16) . .
C1 N1 C5 117.7(2) . .
C1 N1 Mn1 125.41(15) . .
C5 N1 Mn1 116.59(15) . .
N1 C1 C2 122.6(2) . .
N1 C1 H1A 118.7 . .
C2 C1 H1A 118.7 . .
C8 N2 N3 111.9(2) . .
C8 N2 H1 131(2) . .
N3 N2 H1 117(2) . .
C3 C2 C1 119.0(2) . .
C3 C2 H2A 120.5 . .
C1 C2 H2A 120.5 . .
C6 N3 N2 105.46(18) . .
C6 N3 Mn1 118.60(15) . .
N2 N3 Mn1 135.56(15) . .
C4 C3 C2 120.1(3) . .
C4 C3 H3A 120.0 . .
C2 C3 H3A 120.0 . .
C3 C4 C5 118.8(2) . .
C3 C4 H4A 120.6 . .
C5 C4 H4A 120.6 . .
N1 C5 C4 121.8(2) . .
N1 C5 C6 115.41(19) . 3_656
C4 C5 C6 122.8(2) . 3_656
N3 C6 C7 110.1(2) . .
N3 C6 C5 117.90(18) . 3_656
C7 C6 C5 132.0(2) . 3_656
C8 C7 C6 104.7(2) . .
C8 C7 H7A 127.6 . .
C6 C7 H7A 127.6 . .
N2 C8 C7 107.7(2) . .
N2 C8 H8A 126.1 . .
C7 C8 H8A 126.1 . .
O2 C9 O1 124.7(2) . .
O2 C9 C10 117.4(2) . .
O1 C9 C10 117.9(2) . .
C9 C10 H10A 109.5 . .
C9 C10 H10B 109.5 . .
H10A C10 H10B 109.5 . .
C9 C10 H10C 109.5 . .
H10A C10 H10C 109.5 . .
H10B C10 H10C 109.5 . .
C1W O1W H1W 109(2) . .
O2W C1W O1W 123.0(3) . .
O2W C1W C2W 122.8(3) . .
O1W C1W C2W 114.2(3) . .
C1W C2W H2WA 109.5 . .
C1W C2W H2WB 109.5 . .
H2WA C2W H2WB 109.5 . .
C1W C2W H2WC 109.5 . .
H2WA C2W H2WC 109.5 . .
H2WB C2W H2WC 109.5 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Mn1 O1 2.1262(18) .
Mn1 O1 2.1262(18) 3_656
Mn1 N3 2.2616(18) 3_656
Mn1 N3 2.2616(18) .
Mn1 N1 2.3381(19) .
Mn1 N1 2.3381(19) 3_656
O1 C9 1.250(3) .
N1 C1 1.341(3) .
N1 C5 1.358(3) .
C1 C2 1.374(3) .
C1 H1A 0.9300 .
N2 C8 1.333(3) .
N2 N3 1.347(3) .
N2 H1 0.83(3) .
O2 C9 1.238(3) .
C2 C3 1.364(4) .
C2 H2A 0.9300 .
N3 C6 1.339(3) .
C3 C4 1.361(4) .
C3 H3A 0.9300 .
C4 C5 1.386(3) .
C4 H4A 0.9300 .
C5 C6 1.460(3) 3_656
C6 C7 1.411(3) .
C6 C5 1.460(3) 3_656
C7 C8 1.371(4) .
C7 H7A 0.9300 .
C8 H8A 0.9300 .
C9 C10 1.507(3) .
C10 H10A 0.9600 .
C10 H10B 0.9600 .
C10 H10C 0.9600 .
O1W C1W 1.298(3) .
O1W H1W 1.04(4) .
C1W O2W 1.206(3) .
C1W C2W 1.509(4) .
C2W H2WA 0.9600 .
C2W H2WB 0.9600 .
C2W H2WC 0.9600 .
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
O1 Mn1 O1 C9 103.1(3) 3_656 .
N3 Mn1 O1 C9 8.4(3) 3_656 .
N3 Mn1 O1 C9 -156.5(2) . .
N1 Mn1 O1 C9 -25.8(5) . .
N1 Mn1 O1 C9 -85.3(2) 3_656 .
O1 Mn1 N1 C1 -139.9(3) . .
O1 Mn1 N1 C1 91.1(2) 3_656 .
N3 Mn1 N1 C1 -175.7(2) 3_656 .
N3 Mn1 N1 C1 -9.1(2) . .
N1 Mn1 N1 C1 -79.52(19) 3_656 .
O1 Mn1 N1 C5 34.1(4) . .
O1 Mn1 N1 C5 -94.97(16) 3_656 .
N3 Mn1 N1 C5 -1.76(15) 3_656 .
N3 Mn1 N1 C5 164.80(16) . .
N1 Mn1 N1 C5 94.40(16) 3_656 .
C5 N1 C1 C2 0.5(4) . .
Mn1 N1 C1 C2 174.37(19) . .
N1 C1 C2 C3 -1.3(4) . .
C8 N2 N3 C6 -0.1(3) . .
C8 N2 N3 Mn1 172.42(19) . .
O1 Mn1 N3 C6 88.59(17) . .
O1 Mn1 N3 C6 -176.05(16) 3_656 .
N3 Mn1 N3 C6 -44.15(16) 3_656 .
N1 Mn1 N3 C6 -83.24(17) . .
N1 Mn1 N3 C6 -2.44(16) 3_656 .
O1 Mn1 N3 N2 -83.2(2) . .
O1 Mn1 N3 N2 12.2(2) 3_656 .
N3 Mn1 N3 N2 144.1(2) 3_656 .
N1 Mn1 N3 N2 105.0(2) . .
N1 Mn1 N3 N2 -174.2(2) 3_656 .
C1 C2 C3 C4 0.8(4) . .
C2 C3 C4 C5 0.3(4) . .
C1 N1 C5 C4 0.7(3) . .
Mn1 N1 C5 C4 -173.75(18) . .
C1 N1 C5 C6 179.7(2) . 3_656
Mn1 N1 C5 C6 5.3(2) . 3_656
C3 C4 C5 N1 -1.0(4) . .
C3 C4 C5 C6 179.9(2) . 3_656
N2 N3 C6 C7 -0.2(3) . .
Mn1 N3 C6 C7 -174.20(16) . .
N2 N3 C6 C5 -179.77(19) . 3_656
Mn1 N3 C6 C5 6.2(3) . 3_656
N3 C6 C7 C8 0.4(3) . .
C5 C6 C7 C8 179.9(2) 3_656 .
N3 N2 C8 C7 0.3(3) . .
C6 C7 C8 N2 -0.4(3) . .
Mn1 O1 C9 O2 -3.2(4) . .
Mn1 O1 C9 C10 176.3(2) . .
