#------------------------------------------------------------------------------
#$Date: 2016-03-25 16:39:18 +0200 (Fri, 25 Mar 2016) $
#$Revision: 179982 $
#$URL: svn://www.crystallography.net/cod/cif/7/02/76/7027666.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/. The original data for this entry
# were provided the Crystal Eye server at
# http://wwmm.ch.cam.ac.uk/crystaleye/, created by Nick Day at the
# Peter Murray-Rust laboratory.
#
# The file may be used within the scientific community so long as
# proper attribution is given to the journal article from which the
# data were obtained.
#
data_7027666
loop_
_publ_author_name
'Plater, M. John'
'Foreman, Mark R. St. J.'
'Coronado, Eugenio'
'Gómez-García, Carlos J.'
'Slawin, Alexandra M. Z.'
_publ_section_title
;
 Crystallisation of H3BTC, H3TPO or H2SDA with MII (M = Co,
 Mn or Zn) and 2,2′-bipyridyl: design and control of co-ordination
 architecture, and magnetic properties
 (H3BTC = benzene-1,3,5-tricarboxylic acid,
 H3TPO = tris(4-carboxylphenyl)phosphine oxide,
 H2SDA = cis-stilbene-4,4′-dicarboxylic
 acid) †
;
_journal_issue                   23
_journal_name_full
'Journal of the Chemical Society, Dalton Transactions'
_journal_page_first              4209
_journal_paper_doi               10.1039/a905332h
_journal_year                    1999
_chemical_compound_source        -
_chemical_formula_analytical     'C19 H14 Mn N2 O7'
_chemical_formula_moiety         'C19 H14 Mn N2 O7'
_chemical_formula_structural     'C19 H14 Mn N2 O7'
_chemical_formula_sum            'C19 H14 Mn N2 O7'
_chemical_formula_weight         437.26
_chemical_melting_point          ?
_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
_cell_angle_alpha                90.00
_cell_angle_beta                 103.3090(10)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   10.3643(3)
_cell_length_b                   10.50350(10)
_cell_length_c                   17.0828(4)
_cell_measurement_reflns_used    79
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      337
_cell_measurement_theta_min      23
_cell_volume                     1809.71(7)
_computing_cell_refinement       SMART/SAINT
_computing_data_collection       SMART
_computing_data_reduction        SAINT
_computing_molecular_graphics    SHELXTL
_computing_publication_material  SHELXTL
_computing_structure_refinement  'SHELXL-93 (Sheldrick, 1993)'
_computing_structure_solution    'SHELXS-86 (Sheldrick, 1990)'
_diffrn_ambient_temperature      293(2)
_diffrn_measurement_device       SMART
_diffrn_measurement_method       CCD
_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  0.0306
_diffrn_reflns_av_sigmaI/netI    0.0463
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            10478
_diffrn_reflns_theta_max         28.27
_diffrn_reflns_theta_min         2.11
_diffrn_standards_decay_%        -
_diffrn_standards_interval_count -
_diffrn_standards_interval_time  -
_diffrn_standards_number         -
_exptl_absorpt_coefficient_mu    0.777
_exptl_absorpt_correction_T_max  1.000000
_exptl_absorpt_correction_T_min  0.649573
_exptl_absorpt_correction_type   SADABS
_exptl_crystal_colour            clear
_exptl_crystal_density_diffrn    1.605
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    -
_exptl_crystal_description       block
_exptl_crystal_F_000             892
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.18
_refine_diff_density_max         0.269
_refine_diff_density_min         -0.234
_refine_diff_density_rms         0.049
_refine_ls_extinction_coef       0.0024(4)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_all   0.907
_refine_ls_goodness_of_fit_obs   0.968
_refine_ls_hydrogen_treatment    riding
_refine_ls_matrix_type           full
_refine_ls_number_parameters     275
_refine_ls_number_reflns         4024
_refine_ls_number_restraints     3
_refine_ls_restrained_S_all      1.017
_refine_ls_restrained_S_obs      0.972
_refine_ls_R_factor_all          0.0581
_refine_ls_R_factor_obs          0.0314
_refine_ls_shift/esd_max         -0.060
_refine_ls_shift/esd_mean        0.002
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0434P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_all         0.0841
_refine_ls_wR_factor_obs         0.0670
_reflns_number_observed          2894
_reflns_number_total             4074
_reflns_observed_criterion       >2sigma(I)
_cod_data_source_file            905332hsup1.cif
_cod_data_source_block           7
_cod_depositor_comments
;
The following automatic conversions were performed:

'_chemical_melting_point' value '-' was changed to '?' - the value is
undefined or not given.

'_symmetry_cell_setting' value 'Monoclinic'
changed to 'monoclinic' according to
/home/saulius/struct/CIF-dictionaries/cif_core.dic dictionary named
'cif_core.dic' version 2.4.2 from 2011-04-26.

Automatic conversion script
Id: cif_fix_values 1891 2012-01-12 08:04:46Z andrius 

The following automatic conversions were performed:

'_exptl_crystal_density_meas' value '-' 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 

The following automatic conversions were performed:

'_refine_ls_weighting_scheme' value 'calc
w=1/[\s^2^(Fo^2^)+(0.0434P)^2^+0.0000P] 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^)+(0.0434P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3'.

Automatic conversion script
Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas 
;
_cod_original_sg_symbol_H-M      P2(1)/n
_cod_database_code               7027666
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_thermal_displace_type
_atom_site_occupancy
_atom_site_calc_flag
_atom_site_refinement_flags
Mn1 Mn 0.86515(3) 0.45289(2) 0.03913(2) 0.02402(10) Uani 1 d .
O10 O 0.9713(2) 0.4061(2) 0.15803(9) 0.0573(5) Uani 1 d D
H10A H 0.9527(23) 0.3257(20) 0.1642(15) 0.061(8) Uiso 1 d D
H10B H 1.0232(22) 0.4423(21) 0.2016(13) 0.062(8) Uiso 1 d D
N1 N 0.69827(15) 0.51031(15) -0.06212(9) 0.0297(4) Uani 1 d .
C2 C 0.6815(2) 0.4587(2) -0.13471(12) 0.0384(5) Uani 1 d .
H2A H 0.7449(2) 0.4014(2) -0.14378(12) 0.046 Uiso 1 calc R
C3 C 0.5745(2) 0.4857(2) -0.19760(13) 0.0445(5) Uani 1 d .
H3A H 0.5658(2) 0.4475(2) -0.24768(13) 0.053 Uiso 1 calc R
C4 C 0.4822(2) 0.5702(2) -0.18360(14) 0.0493(6) Uani 1 d .
H4A H 0.4093(2) 0.5908(2) -0.22463(14) 0.059 Uiso 1 calc R
C5 C 0.4969(2) 0.6250(2) -0.10901(13) 0.0417(5) Uani 1 d .
H5A H 0.4340(2) 0.6823(2) -0.09921(13) 0.050 Uiso 1 calc R
C6 C 0.6067(2) 0.5938(2) -0.04832(11) 0.0297(4) Uani 1 d .
C7 C 0.6326(2) 0.6467(2) 0.03440(12) 0.0328(4) Uani 1 d .
C8 C 0.5570(2) 0.7448(2) 0.05570(15) 0.0520(6) Uani 1 d .
H8A H 0.4862(2) 0.7788(2) 0.01788(15) 0.062 Uiso 1 calc R
C9 C 0.5878(2) 0.7909(3) 0.1328(2) 0.0622(7) Uani 1 d .
H9A H 0.5392(2) 0.8575(3) 0.1475(2) 0.075 Uiso 1 calc R
C10 C 0.6911(2) 0.7377(2) 0.18825(15) 0.0512(6) Uani 1 d .
H10C H 0.7125(2) 0.7664(2) 0.24117(15) 0.061 Uiso 1 calc R
C11 C 0.7622(2) 0.6409(2) 0.16362(12) 0.0396(5) Uani 1 d .
H11A H 0.8325(2) 0.6052(2) 0.20100(12) 0.048 Uiso 1 calc R
N12 N 0.73464(15) 0.5959(2) 0.08799(9) 0.0314(4) Uani 1 d .
C13 C 0.9135(2) 0.8261(2) 0.02900(10) 0.0197(4) Uani 1 d .
C14 C 0.8446(2) 0.8133(2) -0.05045(10) 0.0209(4) Uani 1 d .
H14A H 0.8503(2) 0.7380(2) -0.07806(10) 0.025 Uiso 1 calc R
C15 C 0.7667(2) 0.9134(2) -0.08897(10) 0.0229(4) Uani 1 d .
C16 C 0.7617(2) 1.0281(2) -0.04816(10) 0.0240(4) Uani 1 d .
H16A H 0.7120(2) 1.0957(2) -0.07436(10) 0.029 Uiso 1 calc R
C17 C 0.8308(2) 1.0413(2) 0.03135(10) 0.0217(4) Uani 1 d .
C18 C 0.9046(2) 0.9395(2) 0.06947(10) 0.0214(4) Uani 1 d .
H18A H 0.9490(2) 0.9472(2) 0.12316(10) 0.026 Uiso 1 calc R
C19 C 0.9985(2) 0.7209(2) 0.07296(10) 0.0227(4) Uani 1 d .
O1 O 1.00066(11) 0.61474(11) 0.03476(7) 0.0262(3) Uani 1 d .
O2 O 1.06007(14) 0.73931(12) 0.14284(7) 0.0381(3) Uani 1 d .
C20 C 0.6883(2) 0.9028(2) -0.17338(11) 0.0302(4) Uani 1 d .
O3 O 0.70982(14) 0.79811(13) -0.21050(8) 0.0404(4) Uani 1 d D
H3O H 0.6579(23) 0.7919(25) -0.2630(13) 0.077(9) Uiso 1 d D
O4 O 0.6098(2) 0.9830(2) -0.20465(9) 0.0656(5) Uani 1 d .
C21 C 0.8359(2) 1.1670(2) 0.07477(10) 0.0244(4) Uani 1 d .
O5 O 0.78557(12) 1.26295(11) 0.03337(8) 0.0300(3) Uani 1 d .
O6 O 0.8930(2) 1.16944(12) 0.14725(8) 0.0440(4) 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'
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
O10 Mn1 O5 86.44(6) . 1_545
O10 Mn1 O1 102.49(6) . 3_765
O5 Mn1 O1 87.75(5) 1_545 3_765
O10 Mn1 O1 90.97(6) . .
O5 Mn1 O1 161.46(5) 1_545 .
O1 Mn1 O1 74.88(5) 3_765 .
O10 Mn1 N1 159.93(7) . .
O5 Mn1 N1 89.69(5) 1_545 .
O1 Mn1 N1 97.02(5) 3_765 .
O1 Mn1 N1 98.67(5) . .
O10 Mn1 N12 91.29(6) . .
O5 Mn1 N12 111.73(5) 1_545 .
O1 Mn1 N12 156.97(5) 3_765 .
O1 Mn1 N12 86.66(5) . .
N1 Mn1 N12 71.89(5) . .
C2 N1 C6 118.8(2) . .
C2 N1 Mn1 121.71(13) . .
C6 N1 Mn1 119.37(12) . .
N1 C2 C3 123.4(2) . .
C4 C3 C2 117.7(2) . .
C3 C4 C5 120.1(2) . .
C4 C5 C6 119.3(2) . .
N1 C6 C5 120.6(2) . .
N1 C6 C7 115.4(2) . .
C5 C6 C7 124.0(2) . .
N12 C7 C8 121.3(2) . .
N12 C7 C6 116.3(2) . .
C8 C7 C6 122.4(2) . .
C9 C8 C7 119.5(2) . .
C8 C9 C10 119.4(2) . .
C9 C10 C11 118.4(2) . .
N12 C11 C10 122.9(2) . .
C7 N12 C11 118.4(2) . .
C7 N12 Mn1 116.70(13) . .
C11 N12 Mn1 124.45(13) . .
C14 C13 C18 119.4(2) . .
C14 C13 C19 121.94(15) . .
C18 C13 C19 118.69(14) . .
C13 C14 C15 120.0(2) . .
C14 C15 C16 119.85(15) . .
C14 C15 C20 121.9(2) . .
C16 C15 C20 118.3(2) . .
C17 C16 C15 120.2(2) . .
C16 C17 C18 119.1(2) . .
C16 C17 C21 121.3(2) . .
C18 C17 C21 119.37(15) . .
C17 C18 C13 121.3(2) . .
O2 C19 O1 123.9(2) . .
O2 C19 C13 118.8(2) . .
O1 C19 C13 117.24(14) . .
C19 O1 Mn1 130.83(11) . 3_765
C19 O1 Mn1 123.97(11) . .
Mn1 O1 Mn1 105.11(5) 3_765 .
O4 C20 O3 122.9(2) . .
O4 C20 C15 122.6(2) . .
O3 C20 C15 114.6(2) . .
O6 C21 O5 125.3(2) . .
O6 C21 C17 117.5(2) . .
O5 C21 C17 117.15(15) . .
C21 O5 Mn1 127.23(11) . 1_565
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Mn1 O10 2.1328(15) .
Mn1 O5 2.1524(12) 1_545
Mn1 O1 2.2003(12) 3_765
Mn1 O1 2.2172(12) .
Mn1 N1 2.2292(15) .
Mn1 N12 2.302(2) .
N1 C2 1.328(2) .
N1 C6 1.352(2) .
C2 C3 1.384(3) .
C3 C4 1.366(3) .
C4 C5 1.374(3) .
C5 C6 1.391(3) .
C6 C7 1.484(3) .
C7 N12 1.340(2) .
C7 C8 1.393(3) .
C8 C9 1.370(3) .
C9 C10 1.375(3) .
C10 C11 1.377(3) .
C11 N12 1.343(2) .
C13 C14 1.387(2) .
C13 C18 1.391(2) .
C13 C19 1.502(2) .
C14 C15 1.395(2) .
C15 C16 1.398(2) .
C15 C20 1.487(2) .
C16 C17 1.389(2) .
C17 C18 1.386(2) .
C17 C21 1.510(2) .
C19 O2 1.232(2) .
C19 O1 1.295(2) .
O1 Mn1 2.2002(12) 3_765
C20 O4 1.208(2) .
C20 O3 1.313(2) .
C21 O6 1.243(2) .
C21 O5 1.272(2) .
O5 Mn1 2.1524(12) 1_565
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
O10 Mn1 N1 C2 -141.8(2) . .
O5 Mn1 N1 C2 -63.1(2) 1_545 .
O1 Mn1 N1 C2 24.6(2) 3_765 .
O1 Mn1 N1 C2 100.3(2) . .
N12 Mn1 N1 C2 -176.1(2) . .
O10 Mn1 N1 C6 33.9(3) . .
O5 Mn1 N1 C6 112.61(14) 1_545 .
O1 Mn1 N1 C6 -159.70(14) 3_765 .
O1 Mn1 N1 C6 -84.00(14) . .
N12 Mn1 N1 C6 -0.43(13) . .
C6 N1 C2 C3 -0.1(3) . .
Mn1 N1 C2 C3 175.6(2) . .
N1 C2 C3 C4 0.2(3) . .
C2 C3 C4 C5 -0.3(3) . .
C3 C4 C5 C6 0.3(3) . .
C2 N1 C6 C5 0.1(3) . .
Mn1 N1 C6 C5 -175.76(15) . .
C2 N1 C6 C7 179.8(2) . .
Mn1 N1 C6 C7 3.9(2) . .
C4 C5 C6 N1 -0.2(3) . .
C4 C5 C6 C7 -179.8(2) . .
N1 C6 C7 N12 -7.1(2) . .
C5 C6 C7 N12 172.6(2) . .
N1 C6 C7 C8 172.1(2) . .
C5 C6 C7 C8 -8.2(3) . .
N12 C7 C8 C9 0.3(3) . .
C6 C7 C8 C9 -178.8(2) . .
C7 C8 C9 C10 -1.3(4) . .
C8 C9 C10 C11 1.3(4) . .
C9 C10 C11 N12 -0.4(3) . .
C8 C7 N12 C11 0.6(3) . .
C6 C7 N12 C11 179.8(2) . .
C8 C7 N12 Mn1 -172.4(2) . .
C6 C7 N12 Mn1 6.7(2) . .
C10 C11 N12 C7 -0.6(3) . .
C10 C11 N12 Mn1 171.8(2) . .
O10 Mn1 N12 C7 -172.40(14) . .
O5 Mn1 N12 C7 -85.71(14) 1_545 .
O1 Mn1 N12 C7 60.3(2) 3_765 .
O1 Mn1 N12 C7 96.70(13) . .
N1 Mn1 N12 C7 -3.55(13) . .
O10 Mn1 N12 C11 15.0(2) . .
O5 Mn1 N12 C11 101.7(2) 1_545 .
O1 Mn1 N12 C11 -112.3(2) 3_765 .
O1 Mn1 N12 C11 -75.9(2) . .
N1 Mn1 N12 C11 -176.1(2) . .
C18 C13 C14 C15 -0.3(3) . .
C19 C13 C14 C15 180.0(2) . .
C13 C14 C15 C16 2.1(3) . .
C13 C14 C15 C20 -178.4(2) . .
C14 C15 C16 C17 -1.9(3) . .
C20 C15 C16 C17 178.5(2) . .
C15 C16 C17 C18 0.1(3) . .
C15 C16 C17 C21 175.1(2) . .
C16 C17 C18 C13 1.8(3) . .
C21 C17 C18 C13 -173.4(2) . .
C14 C13 C18 C17 -1.7(3) . .
C19 C13 C18 C17 178.1(2) . .
C14 C13 C19 O2 178.1(2) . .
C18 C13 C19 O2 -1.7(2) . .
C14 C13 C19 O1 -2.9(2) . .
C18 C13 C19 O1 177.3(2) . .
O2 C19 O1 Mn1 -88.8(2) . 3_765
C13 C19 O1 Mn1 92.3(2) . 3_765
O2 C19 O1 Mn1 87.2(2) . .
C13 C19 O1 Mn1 -91.7(2) . .
O10 Mn1 O1 C19 -74.20(13) . .
O5 Mn1 O1 C19 -155.89(14) 1_545 .
O1 Mn1 O1 C19 -176.9(2) 3_765 .
N1 Mn1 O1 C19 88.14(13) . .
N12 Mn1 O1 C19 17.04(13) . .
O10 Mn1 O1 Mn1 102.67(7) . 3_765
O5 Mn1 O1 Mn1 21.0(2) 1_545 3_765
O1 Mn1 O1 Mn1 -0.001(1) 3_765 3_765
N1 Mn1 O1 Mn1 -94.98(6) . 3_765
N12 Mn1 O1 Mn1 -166.09(6) . 3_765
C14 C15 C20 O4 171.9(2) . .
C16 C15 C20 O4 -8.5(3) . .
C14 C15 C20 O3 -7.0(3) . .
C16 C15 C20 O3 172.6(2) . .
C16 C17 C21 O6 175.8(2) . .
C18 C17 C21 O6 -9.2(3) . .
C16 C17 C21 O5 -6.7(3) . .
C18 C17 C21 O5 168.3(2) . .
O6 C21 O5 Mn1 39.2(3) . 1_565
C17 C21 O5 Mn1 -138.06(13) . 1_565
