data_270k
_audit_creation_date               2018-09-05
_audit_creation_method
;
Olex2 1.2-beta
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number       '2018/3'
_publ_contact_author_id_orcid      ?
_publ_section_references
;
Dolomanov, O.V., Bourhis, L.J., Gildea, R.J, Howard, J.A.K. & Puschmann, H.
 (2009), J. Appl. Cryst. 42, 339-341.

Sheldrick, G.M. (2015). Acta Cryst. C71, 3-8.
;
_chemical_name_common              ?
_chemical_name_systematic          ?
_chemical_formula_moiety           'C14 H12 Fe2 N2 O12, H2 O'
_chemical_formula_sum              'C14 H14 Fe2 N2 O13'
_chemical_formula_weight           529.97
_chemical_melting_point            ?
_chemical_oxdiff_formula           'C24 H20 N2 O8 Fe2'
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'
 'Fe' 'Fe' 0.3463 0.8444 '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'

_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system        'monoclinic'
_space_group_IT_number             15
_space_group_name_H-M_alt          'C 1 2/c 1'
_space_group_name_Hall             '-C 2yc'
loop_
  _space_group_symop_operation_xyz
 'x, y, z'
 '-x, y, -z+1/2'
 'x+1/2, y+1/2, z'
 '-x+1/2, y+1/2, -z+1/2'
 '-x, -y, -z'
 'x, -y, z-1/2'
 '-x+1/2, -y+1/2, -z'
 'x+1/2, -y+1/2, z-1/2'

_cell_length_a                     11.4431(4)
_cell_length_b                     21.7380(6)
_cell_length_c                     7.4572(3)
_cell_angle_alpha                  90
_cell_angle_beta                   89.899(3)
_cell_angle_gamma                  90
_cell_volume                       1854.97(11)
_cell_formula_units_Z              4
_cell_measurement_reflns_used      2350
_cell_measurement_temperature      270(2)
_cell_measurement_theta_max        31.1850
_cell_measurement_theta_min        3.3030
_shelx_estimated_absorpt_T_max     ?
_shelx_estimated_absorpt_T_min     ?
_exptl_absorpt_coefficient_mu      1.641
_exptl_absorpt_correction_T_max    1.00000
_exptl_absorpt_correction_T_min    0.82419
_exptl_absorpt_correction_type     multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35h (release 09-02-2015 CrysAlis171 .NET)
(compiled Feb  9 2015,16:26:32)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details     ?
_exptl_crystal_colour              ?
_exptl_crystal_density_diffrn      1.898
_exptl_crystal_density_meas        ?
_exptl_crystal_density_method      ?
_exptl_crystal_description         ''
_exptl_crystal_F_000               1072
_exptl_crystal_size_max            ?
_exptl_crystal_size_mid            ?
_exptl_crystal_size_min            ?
_exptl_transmission_factor_max     ?
_exptl_transmission_factor_min     ?
_diffrn_reflns_av_R_equivalents    0.0419
_diffrn_reflns_av_unetI/netI       0.0400
_diffrn_reflns_Laue_measured_fraction_full  0.999
_diffrn_reflns_Laue_measured_fraction_max  0.999
_diffrn_reflns_limit_h_max         14
_diffrn_reflns_limit_h_min         -14
_diffrn_reflns_limit_k_max         21
_diffrn_reflns_limit_k_min         -28
_diffrn_reflns_limit_l_max         9
_diffrn_reflns_limit_l_min         -9
_diffrn_reflns_number              8294
_diffrn_reflns_point_group_measured_fraction_full  0.999
_diffrn_reflns_point_group_measured_fraction_max  0.999
_diffrn_reflns_theta_full          25.242
_diffrn_reflns_theta_max           27.497
_diffrn_reflns_theta_min           3.313
_diffrn_ambient_temperature        270.0
_diffrn_detector                   'CCD plate'
_diffrn_detector_area_resol_mean   16.15
_diffrn_detector_type              'Sapphire3 CCD area detector'
_diffrn_measured_fraction_theta_full  0.999
_diffrn_measured_fraction_theta_max  0.999
_diffrn_measurement_details
;
#__ type_ start__ end____ width___ exp.time_
  1 omega  -33.00    4.00   1.0000    5.0000
omega____ theta____ kappa____ phi______ frames
    -       28.9587  -57.0000  -60.0000 37

#__ type_ start__ end____ width___ exp.time_
  2 omega   21.00   69.00   1.0000    5.0000
omega____ theta____ kappa____ phi______ frames
    -       28.9587 -100.0000  -60.0000 48

#__ type_ start__ end____ width___ exp.time_
  3 omega   45.00   85.00   1.0000    5.0000
omega____ theta____ kappa____ phi______ frames
    -       28.9587 -178.0000  -30.0000 40

#__ type_ start__ end____ width___ exp.time_
  4 omega   18.00   68.00   1.0000    5.0000
omega____ theta____ kappa____ phi______ frames
    -       28.9587 -100.0000   60.0000 50

#__ type_ start__ end____ width___ exp.time_
  5 omega  -42.00   71.00   1.0000    5.0000
omega____ theta____ kappa____ phi______ frames
    -       28.9587  -19.0000    0.0000 113

#__ type_ start__ end____ width___ exp.time_
  6 omega   43.00   71.00   1.0000    5.0000
omega____ theta____ kappa____ phi______ frames
    -       28.9587 -100.0000 -180.0000 28

#__ type_ start__ end____ width___ exp.time_
  7 omega   10.00   97.00   1.0000    5.0000
omega____ theta____ kappa____ phi______ frames
    -       28.9587   57.0000 -180.0000 87

#__ type_ start__ end____ width___ exp.time_
  8 omega   35.00   88.00   1.0000    5.0000
omega____ theta____ kappa____ phi______ frames
    -       28.9587  178.0000   90.0000 53
;
_diffrn_measurement_device         'four-circle diffractometer'
_diffrn_measurement_device_type   
 'Agilent Technologies, Gemini S Ultra kappa-diffractometer'
_diffrn_measurement_method         'ω scans'
_diffrn_orient_matrix_UB_11        -0.0232375000
_diffrn_orient_matrix_UB_12        0.0259937000
_diffrn_orient_matrix_UB_13        0.0450209000
_diffrn_orient_matrix_UB_21        0.0169194000
_diffrn_orient_matrix_UB_22        -0.0128359000
_diffrn_orient_matrix_UB_23        0.0835374000
_diffrn_orient_matrix_UB_31        0.0549255000
_diffrn_orient_matrix_UB_32        0.0149638000
_diffrn_orient_matrix_UB_33        -0.0065185000
_diffrn_radiation_monochromator    graphite
_diffrn_radiation_probe            x-ray
_diffrn_radiation_type             MoK\a
_diffrn_radiation_wavelength       0.71073
_diffrn_source                     'Enhance (Mo) X-ray Source'
_reflns_Friedel_coverage           0.000
_reflns_Friedel_fraction_full      .
_reflns_Friedel_fraction_max       .
_reflns_number_gt                  1730
_reflns_number_total               2132
_reflns_odcompleteness_completeness  49.94
_reflns_odcompleteness_iscentric   1
_reflns_odcompleteness_theta       31.44
_reflns_special_details
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression       'I > 2σ(I)'
_computing_cell_refinement        
 'CrysAlisPro, Agilent Technologies, Version 1.171.35.15 (2011)'
_computing_data_collection        
 'CrysAlisPro, Agilent Technologies, Version 1.171.35.15 (2011)'
_computing_data_reduction         
 'CrysAlisPro, Agilent Technologies, Version 1.171.35.15 (2011)'
_computing_molecular_graphics      'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material    'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement    'ShelXL (Sheldrick, 2015)'
_computing_structure_solution      ?
_refine_diff_density_max           0.419
_refine_diff_density_min           -0.444
_refine_diff_density_rms           0.072
_refine_ls_extinction_coef         .
_refine_ls_extinction_method       none
_refine_ls_goodness_of_fit_ref     1.080
_refine_ls_hydrogen_treatment      mixed
_refine_ls_matrix_type             full
_refine_ls_number_parameters       143
_refine_ls_number_reflns           2132
_refine_ls_number_restraints       0
_refine_ls_R_factor_all            0.0472
_refine_ls_R_factor_gt             0.0341
_refine_ls_restrained_S_all        1.080
_refine_ls_shift/su_max            0.000
_refine_ls_shift/su_mean           0.000
_refine_ls_structure_factor_coef   Fsqd
_refine_ls_weighting_details      
 'w=1/[σ²(Fo²)+(0.0321P)²+1.3684P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme        calc
_refine_ls_wR_factor_gt            0.0786
_refine_ls_wR_factor_ref           0.0855
_refine_special_details            ?
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All O(H) groups
2.a Riding coordinates:
 O5(H5), O6(H6A,H6B), O7(H7)
2.b Aromatic/amide H refined with riding coordinates:
 C3(H3), C4(H4), C5(H5A)
;
_atom_sites_solution_hydrogens     mixed
_atom_sites_solution_primary       ?
_atom_sites_solution_secondary     ?
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_site_symmetry_order
  _atom_site_calc_flag
  _atom_site_refinement_flags_posn
  _atom_site_refinement_flags_adp
  _atom_site_refinement_flags_occupancy
  _atom_site_disorder_assembly
  _atom_site_disorder_group
 Fe Fe 0.36842(3) 0.63128(2) 0.71031(5) 0.02397(13) Uani 1 1 d . . . . .
 O1 O 0.31804(15) 0.54233(7) 0.7831(3) 0.0301(4) Uani 1 1 d . . . . .
 O2 O 0.17666(16) 0.48514(8) 0.9078(3) 0.0397(5) Uani 1 1 d . . . . .
 O3 O 0.21071(17) 0.79998(8) 0.7667(3) 0.0374(5) Uani 1 1 d . . . . .
 O4 O 0.33366(16) 0.72349(8) 0.6908(3) 0.0301(4) Uani 1 1 d . . . . .
 O5 O 0.52044(15) 0.63320(8) 0.5888(3) 0.0291(4) Uani 1 1 d . . . . .
 H5 H 0.528526 0.624344 0.476947 0.044 Uiso 1 1 d R . . . .
 O6 O 0.28877(17) 0.61520(9) 0.4766(3) 0.0349(5) Uani 1 1 d . . . . .
 H6A H 0.279781 0.643845 0.399108 0.054(11) Uiso 1 1 d R . . . .
 H6B H 0.248591 0.584245 0.443728 0.098(16) Uiso 1 1 d R . . . .
 N N 0.21081(17) 0.64226(8) 0.8436(3) 0.0223(5) Uani 1 1 d . . . . .
 C1 C 0.2205(2) 0.53465(11) 0.8645(4) 0.0275(6) Uani 1 1 d . . . . .
 C2 C 0.1551(2) 0.59318(11) 0.9078(4) 0.0245(5) Uani 1 1 d . . . . .
 C3 C 0.0502(2) 0.59952(12) 0.9981(4) 0.0332(6) Uani 1 1 d . . . . .
 H3 H 0.011306 0.565376 1.043861 0.040 Uiso 1 1 calc R . . . .
 C4 C 0.0048(2) 0.65803(13) 1.0185(4) 0.0354(7) Uani 1 1 d . . . . .
 H4 H -0.065180 0.663491 1.080127 0.042 Uiso 1 1 calc R . . . .
 C5 C 0.0623(2) 0.70852(12) 0.9482(4) 0.0291(6) Uani 1 1 d . . . . .
 H5A H 0.031674 0.747911 0.960634 0.035 Uiso 1 1 calc R . . . .
 C6 C 0.1665(2) 0.69885(11) 0.8590(3) 0.0228(5) Uani 1 1 d . . . . .
 C7 C 0.2421(2) 0.74536(11) 0.7655(4) 0.0263(6) Uani 1 1 d . . . . .
 O7 O 0.500000 0.55862(15) 0.250000 0.0657(11) Uani 1 2 d S T P . .
 H7 H 0.553700 0.538992 0.195740 0.098 Uiso 1 1 d R . . . .


_geom_special_details
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
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
 Fe O1 2.0891(17) . ?
 Fe O4 2.0488(17) . ?
 Fe O5 1.9605(18) . ?
 Fe O5 1.9673(19) 2_656 ?
 Fe O6 1.9986(19) . ?
 Fe N 2.072(2) . ?
 O1 C1 1.280(3) . ?
 O2 C1 1.230(3) . ?
 O3 C7 1.241(3) . ?
 O4 C7 1.277(3) . ?
 N C2 1.331(3) . ?
 N C6 1.336(3) . ?
 C1 C2 1.511(3) . ?
 C2 C3 1.382(3) . ?
 C3 C4 1.382(4) . ?
 C4 C5 1.383(4) . ?
 C5 C6 1.380(4) . ?
 C6 C7 1.502(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
 O4 Fe O1 150.51(7) . . ?
 O4 Fe N 75.66(7) . . ?
 O5 Fe O1 90.02(7) 2_656 . ?
 O5 Fe O1 112.58(7) . . ?
 O5 Fe O4 96.81(7) . . ?
 O5 Fe O4 99.15(7) 2_656 . ?
 O5 Fe O5 77.13(9) . 2_656 ?
 O5 Fe O6 164.58(8) 2_656 . ?
 O5 Fe O6 90.37(8) . . ?
 O5 Fe N 101.28(8) 2_656 . ?
 O5 Fe N 172.05(7) . . ?
 O6 Fe O1 86.47(8) . . ?
 O6 Fe O4 91.17(8) . . ?
 O6 Fe N 92.32(8) . . ?
 N Fe O1 75.07(7) . . ?
 C1 O1 Fe 118.93(15) . . ?
 C7 O4 Fe 119.50(16) . . ?
 Fe O5 Fe 102.82(9) . 2_656 ?
 C2 N Fe 119.73(16) . . ?
 C2 N C6 121.7(2) . . ?
 C6 N Fe 118.54(16) . . ?
 O1 C1 C2 115.0(2) . . ?
 O2 C1 O1 126.4(2) . . ?
 O2 C1 C2 118.6(2) . . ?
 N C2 C1 111.2(2) . . ?
 N C2 C3 120.7(2) . . ?
 C3 C2 C1 128.1(2) . . ?
 C2 C3 C4 118.1(2) . . ?
 C3 C4 C5 120.6(3) . . ?
 C6 C5 C4 118.2(2) . . ?
 N C6 C5 120.6(2) . . ?
 N C6 C7 111.2(2) . . ?
 C5 C6 C7 128.2(2) . . ?
 O3 C7 O4 126.6(3) . . ?
 O3 C7 C6 118.3(2) . . ?
 O4 C7 C6 115.1(2) . . ?

loop_
  _geom_hbond_atom_site_label_D
  _geom_hbond_atom_site_label_H
  _geom_hbond_atom_site_label_A
  _geom_hbond_distance_DH
  _geom_hbond_distance_HA
  _geom_hbond_distance_DA
  _geom_hbond_angle_DHA
  _geom_hbond_site_symmetry_A
  _geom_hbond_publ_flag
 O5 H5 O7 0.86 2.24 3.011(3) 149.3 . yes
 O6 H6A O3 0.86 1.74 2.587(3) 169.2 7_566 yes
 O6 H6B O2 0.85 1.74 2.583(3) 170.3 6_565 yes
 O7 H7 O1 0.85 2.30 3.035(3) 144.4 5_666 yes

_audit_contact_author_address      ?
_audit_contact_author_email        ?
_audit_contact_author_name         ''
_audit_contact_author_phone        ?
_olex2_submission_special_instructions  'No special instructions were received'
