#------------------------------------------------------------------------------
#$Date: 2016-02-13 14:50:18 +0200 (Sat, 13 Feb 2016) $
#$Revision: 176428 $
#$URL: svn://www.crystallography.net/cod/cif/1/51/98/1519811.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_1519811
loop_
_publ_author_name
'Connell, Arthur'
'Holliman, Peter J.'
'Male, Louise'
'Hursthouse, Michael B.'
_publ_section_title
;
 C17H20ClFeNO3
;
_journal_name_full               'Crystal Structure Report Archive'
_journal_page_first              340
_journal_year                    2007
_chemical_formula_sum            'C17 H20 Cl Fe N O3'
_chemical_formula_weight         377.64
_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
_cell_angle_alpha                90.00
_cell_angle_beta                 100.727(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   7.8204(2)
_cell_length_b                   19.1689(6)
_cell_length_c                   11.3839(3)
_cell_measurement_reflns_used    12304
_cell_measurement_temperature    120(2)
_cell_measurement_theta_max      27.48
_cell_measurement_theta_min      2.91
_cell_volume                     1676.72(8)
_computing_cell_refinement
'DENZO (Otwinowski & Minor, 1997) & COLLECT (Hooft, R.W.W., 1998)'
_computing_data_collection       'COLLECT (Hooft, R.W.W., 1998)'
_computing_data_reduction
'DENZO (Otwinowski & Minor, 1997) & COLLECT (Hooft, R.W.W., 1998)'
_computing_molecular_graphics    'PLATON/PLUTON (Spek, A. L., 1998)'
_computing_publication_material  'WinGX (Farrugia, 1999)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution
;
Sir2004 (Burla, M.C., Caliandro, R., Camalli, M., Carrozzini, B., 
Cascarano, G., De Caro, L., Giacovazzo, C., Polidori, G. & Spagna, R., 
2004)
;
_diffrn_ambient_temperature      120(2)
_diffrn_detector_area_resol_mean 9.091
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type
'Bruker-Nonius Roper CCD camera on κ-goniostat'
_diffrn_measurement_method       'φ & ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'Bruker-Nonius FR591 rotating anode'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0629
_diffrn_reflns_av_sigmaI/netI    0.0528
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_k_min       -24
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            21767
_diffrn_reflns_theta_full        27.48
_diffrn_reflns_theta_max         27.48
_diffrn_reflns_theta_min         2.92
_exptl_absorpt_coefficient_mu    1.072
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.6151
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS 2007/2 (Sheldrick, G.M., 2007)'
_exptl_crystal_colour            Orange
_exptl_crystal_density_diffrn    1.496
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       Block
_exptl_crystal_F_000             784
_exptl_crystal_size_max          0.28
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.08
_refine_diff_density_max         0.524
_refine_diff_density_min         -0.560
_refine_diff_density_rms         0.139
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.061
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     211
_refine_ls_number_reflns         3834
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.061
_refine_ls_R_factor_all          0.0630
_refine_ls_R_factor_gt           0.0437
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0507P)²+1.2823P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1034
_refine_ls_wR_factor_ref         0.1133
_reflns_number_gt                2972
_reflns_number_total             3834
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            eCrystal-340.cif
_cod_data_source_block           2007src0831
_cod_depositor_comments
;
Citation :
Connell, Arthur and Holliman, Peter J. and Male, Louise and 
Hursthouse, Michael B. (2007) 
University of Southampton, Crystal Structure Report Archive. 
(doi:10.5258/ecrystals/340)

More at:
http://ecrystals.chem.soton.ac.uk/340/

The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to the built-in table from CIF Core dictionary named
'cif_core.dic' version 2.4.1 from 2010-06-29.

'_exptl_absorpt_correction_type' value 'Multi-scan' changed to
'multi-scan' according to the built-in table from CIF Core dictionary
named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_values 3392 2015-05-12 13:50:21Z andrius 
;
_cod_original_sg_symbol_H-M      'P 2(1)/n'
_cod_database_code               1519811
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
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.2802(3) 0.27496(13) 0.4028(2) 0.0182(5) Uani 1 1 d . . .
C2 C 0.2640(3) 0.23568(13) 0.2938(2) 0.0207(5) Uani 1 1 d . . .
H2 H 0.3206 0.2461 0.2289 0.025 Uiso 1 1 calc R . .
C3 C 0.1501(4) 0.17906(14) 0.2990(2) 0.0254(6) Uani 1 1 d . . .
H3 H 0.1167 0.1454 0.2377 0.030 Uiso 1 1 calc R . .
C4 C 0.0936(3) 0.18040(14) 0.4105(2) 0.0245(6) Uani 1 1 d . . .
H4 H 0.0169 0.1479 0.4366 0.029 Uiso 1 1 calc R . .
C5 C 0.1727(3) 0.23951(13) 0.4768(2) 0.0201(5) Uani 1 1 d . . .
C6 C 0.6194(3) 0.17582(15) 0.5186(2) 0.0262(6) Uani 1 1 d . . .
H6 H 0.6929 0.2154 0.5351 0.031 Uiso 1 1 calc R . .
C7 C 0.5932(4) 0.13564(15) 0.4119(2) 0.0274(6) Uani 1 1 d . . .
H7 H 0.6456 0.1439 0.3443 0.033 Uiso 1 1 calc R . .
C8 C 0.4756(4) 0.08114(15) 0.4238(3) 0.0288(6) Uani 1 1 d . . .
H8 H 0.4361 0.0462 0.3659 0.035 Uiso 1 1 calc R . .
C9 C 0.4268(4) 0.08781(14) 0.5378(2) 0.0262(6) Uani 1 1 d . . .
H9 H 0.3484 0.0583 0.5691 0.031 Uiso 1 1 calc R . .
C10 C 0.5156(3) 0.14615(15) 0.5963(2) 0.0253(6) Uani 1 1 d . . .
H10 H 0.5075 0.1626 0.6738 0.030 Uiso 1 1 calc R . .
C11 C 0.3807(3) 0.33993(13) 0.4302(2) 0.0193(5) Uani 1 1 d . . .
C12 C 0.5713(3) 0.42810(13) 0.3655(2) 0.0216(5) Uani 1 1 d . . .
H12 H 0.5897 0.4408 0.4522 0.026 Uiso 1 1 calc R . .
C13 C 0.4606(4) 0.48557(15) 0.2968(3) 0.0307(6) Uani 1 1 d . . .
H13A H 0.5159 0.5313 0.3196 0.037 Uiso 1 1 calc R . .
H13B H 0.3447 0.4857 0.3198 0.037 Uiso 1 1 calc R . .
C14 C 0.7509(4) 0.41859(14) 0.3336(3) 0.0270(6) Uani 1 1 d . . .
H14 H 0.7354 0.4000 0.2502 0.032 Uiso 1 1 calc R . .
C15 C 0.8483(4) 0.48830(16) 0.3383(3) 0.0355(7) Uani 1 1 d . . .
H15A H 0.7882 0.5192 0.2752 0.053 Uiso 1 1 calc R . .
H15B H 0.9675 0.4800 0.3261 0.053 Uiso 1 1 calc R . .
H15C H 0.8515 0.5102 0.4164 0.053 Uiso 1 1 calc R . .
C16 C 0.8567(4) 0.36587(19) 0.4175(3) 0.0441(8) Uani 1 1 d . . .
H16A H 0.8596 0.3800 0.5005 0.066 Uiso 1 1 calc R . .
H16B H 0.9756 0.3640 0.4018 0.066 Uiso 1 1 calc R . .
H16C H 0.8028 0.3197 0.4040 0.066 Uiso 1 1 calc R . .
C17 C 0.1441(4) 0.25280(14) 0.6001(3) 0.0257(6) Uani 1 1 d . . .
N1 N 0.4750(3) 0.36182(11) 0.35142(19) 0.0217(5) Uani 1 1 d . . .
H1 H 0.4800 0.3357 0.2886 0.026 Uiso 1 1 calc R . .
O1 O 0.3738(3) 0.37506(10) 0.52228(16) 0.0284(4) Uani 1 1 d . . .
O2 O 0.2133(3) 0.30836(11) 0.65707(17) 0.0334(5) Uani 1 1 d . . .
H2A H 0.2689 0.3308 0.6131 0.050 Uiso 1 1 calc R . .
O3 O 0.0544(3) 0.21245(11) 0.64614(18) 0.0334(5) Uani 1 1 d . . .
Fe1 Fe 0.36077(4) 0.175629(18) 0.43889(3) 0.01713(12) Uani 1 1 d . . .
Cl1 Cl 0.43366(11) 0.47532(4) 0.13817(7) 0.0439(2) Uani 1 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'
Fe Fe 0.3463 0.8444 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 '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
C2 C1 C5 106.6(2) . .
C2 C1 C11 125.7(2) . .
C5 C1 C11 127.7(2) . .
C2 C1 Fe1 69.90(14) . .
C5 C1 Fe1 68.70(14) . .
C11 C1 Fe1 128.20(18) . .
C3 C2 C1 108.7(2) . .
C3 C2 Fe1 70.96(15) . .
C1 C2 Fe1 68.68(14) . .
C3 C2 H2 125.6 . .
C1 C2 H2 125.6 . .
Fe1 C2 H2 126.3 . .
C2 C3 C4 109.1(2) . .
C2 C3 Fe1 68.82(15) . .
C4 C3 Fe1 69.42(15) . .
C2 C3 H3 125.4 . .
C4 C3 H3 125.4 . .
Fe1 C3 H3 127.9 . .
C3 C4 C5 108.0(2) . .
C3 C4 Fe1 70.32(15) . .
C5 C4 Fe1 68.08(14) . .
C3 C4 H4 126.0 . .
C5 C4 H4 126.0 . .
Fe1 C4 H4 127.2 . .
C4 C5 C1 107.5(2) . .
C4 C5 C17 120.5(2) . .
C1 C5 C17 131.9(2) . .
C4 C5 Fe1 70.68(15) . .
C1 C5 Fe1 68.87(14) . .
C17 C5 Fe1 123.36(18) . .
C7 C6 C10 107.8(2) . .
C7 C6 Fe1 69.43(15) . .
C10 C6 Fe1 69.30(15) . .
C7 C6 H6 126.1 . .
C10 C6 H6 126.1 . .
Fe1 C6 H6 126.8 . .
C8 C7 C6 108.1(2) . .
C8 C7 Fe1 69.57(15) . .
C6 C7 Fe1 70.08(15) . .
C8 C7 H7 125.9 . .
C6 C7 H7 125.9 . .
Fe1 C7 H7 126.0 . .
C7 C8 C9 108.1(2) . .
C7 C8 Fe1 69.95(15) . .
C9 C8 Fe1 69.35(15) . .
C7 C8 H8 126.0 . .
C9 C8 H8 126.0 . .
Fe1 C8 H8 126.3 . .
C10 C9 C8 107.9(2) . .
C10 C9 Fe1 70.07(15) . .
C8 C9 Fe1 69.76(15) . .
C10 C9 H9 126.0 . .
C8 C9 H9 126.0 . .
Fe1 C9 H9 125.7 . .
C9 C10 C6 108.0(2) . .
C9 C10 Fe1 69.37(15) . .
C6 C10 Fe1 70.03(15) . .
C9 C10 H10 126.0 . .
C6 C10 H10 126.0 . .
Fe1 C10 H10 126.2 . .
O1 C11 N1 120.6(2) . .
O1 C11 C1 121.7(2) . .
N1 C11 C1 117.6(2) . .
N1 C12 C13 109.7(2) . .
N1 C12 C14 110.2(2) . .
C13 C12 C14 115.1(2) . .
N1 C12 H12 107.1 . .
C13 C12 H12 107.1 . .
C14 C12 H12 107.1 . .
C12 C13 Cl1 112.83(19) . .
C12 C13 H13A 109.0 . .
Cl1 C13 H13A 109.0 . .
C12 C13 H13B 109.0 . .
Cl1 C13 H13B 109.0 . .
H13A C13 H13B 107.8 . .
C16 C14 C12 110.2(2) . .
C16 C14 C15 110.3(3) . .
C12 C14 C15 111.2(2) . .
C16 C14 H14 108.3 . .
C12 C14 H14 108.3 . .
C15 C14 H14 108.3 . .
C14 C15 H15A 109.5 . .
C14 C15 H15B 109.5 . .
H15A C15 H15B 109.5 . .
C14 C15 H15C 109.5 . .
H15A C15 H15C 109.5 . .
H15B C15 H15C 109.5 . .
C14 C16 H16A 109.5 . .
C14 C16 H16B 109.5 . .
H16A C16 H16B 109.5 . .
C14 C16 H16C 109.5 . .
H16A C16 H16C 109.5 . .
H16B C16 H16C 109.5 . .
O3 C17 O2 121.2(3) . .
O3 C17 C5 119.7(3) . .
O2 C17 C5 119.1(2) . .
C11 N1 C12 122.4(2) . .
C11 N1 H1 118.8 . .
C12 N1 H1 118.8 . .
C17 O2 H2A 109.5 . .
C5 Fe1 C1 42.43(10) . .
C5 Fe1 C9 120.13(11) . .
C1 Fe1 C9 157.93(11) . .
C5 Fe1 C2 69.89(10) . .
C1 Fe1 C2 41.42(10) . .
C9 Fe1 C2 158.66(11) . .
C5 Fe1 C8 154.65(11) . .
C1 Fe1 C8 160.44(11) . .
C9 Fe1 C8 40.89(11) . .
C2 Fe1 C8 122.33(11) . .
C5 Fe1 C10 108.40(11) . .
C1 Fe1 C10 123.26(11) . .
C9 Fe1 C10 40.56(11) . .
C2 Fe1 C10 159.17(11) . .
C8 Fe1 C10 68.36(11) . .
C5 Fe1 C7 163.80(11) . .
C1 Fe1 C7 124.97(11) . .
C9 Fe1 C7 68.48(11) . .
C2 Fe1 C7 107.18(11) . .
C8 Fe1 C7 40.47(12) . .
C10 Fe1 C7 68.36(11) . .
C5 Fe1 C4 41.24(10) . .
C1 Fe1 C4 69.96(10) . .
C9 Fe1 C4 105.62(11) . .
C2 Fe1 C4 68.57(11) . .
C8 Fe1 C4 118.42(11) . .
C10 Fe1 C4 124.63(11) . .
C7 Fe1 C4 153.83(12) . .
C5 Fe1 C6 126.84(11) . .
C1 Fe1 C6 109.34(11) . .
C9 Fe1 C6 68.32(11) . .
C2 Fe1 C6 122.83(11) . .
C8 Fe1 C6 68.11(12) . .
C10 Fe1 C6 40.67(11) . .
C7 Fe1 C6 40.49(11) . .
C4 Fe1 C6 163.03(11) . .
C5 Fe1 C3 68.79(11) . .
C1 Fe1 C3 68.94(10) . .
C9 Fe1 C3 122.37(11) . .
C2 Fe1 C3 40.21(10) . .
C8 Fe1 C3 105.25(11) . .
C10 Fe1 C3 159.97(11) . .
C7 Fe1 C3 119.90(11) . .
C4 Fe1 C3 40.26(11) . .
C6 Fe1 C3 156.41(12) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
C1 C2 1.437(3) .
C1 C5 1.464(3) .
C1 C11 1.474(3) .
C1 Fe1 2.023(2) .
C2 C3 1.412(4) .
C2 Fe1 2.040(2) .
C2 H2 0.9500 .
C3 C4 1.419(4) .
C3 Fe1 2.068(3) .
C3 H3 0.9500 .
C4 C5 1.436(4) .
C4 Fe1 2.056(3) .
C4 H4 0.9500 .
C5 C17 1.483(4) .
C5 Fe1 2.021(3) .
C6 C7 1.420(4) .
C6 C10 1.426(4) .
C6 Fe1 2.056(3) .
C6 H6 0.9500 .
C7 C8 1.415(4) .
C7 Fe1 2.048(3) .
C7 H7 0.9500 .
C8 C9 1.425(4) .
C8 Fe1 2.043(3) .
C8 H8 0.9500 .
C9 C10 1.416(4) .
C9 Fe1 2.038(3) .
C9 H9 0.9500 .
C10 Fe1 2.047(3) .
C10 H10 0.9500 .
C11 O1 1.255(3) .
C11 N1 1.331(3) .
C12 N1 1.470(3) .
C12 C13 1.524(4) .
C12 C14 1.526(4) .
C12 H12 1.0000 .
C13 Cl1 1.789(3) .
C13 H13A 0.9900 .
C13 H13B 0.9900 .
C14 C16 1.524(4) .
C14 C15 1.534(4) .
C14 H14 1.0000 .
C15 H15A 0.9800 .
C15 H15B 0.9800 .
C15 H15C 0.9800 .
C16 H16A 0.9800 .
C16 H16B 0.9800 .
C16 H16C 0.9800 .
C17 O3 1.226(3) .
C17 O2 1.310(4) .
N1 H1 0.8800 .
O2 H2A 0.8400 .
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
N1 H1 O3 0.88 2.04 2.900(3) 164.7 4_665
O2 H2A O1 0.84 1.67 2.507(3) 178.2 .
