#------------------------------------------------------------------------------
#$Date: 2019-09-11 10:29:52 +0300 (Wed, 11 Sep 2019) $
#$Revision: 218173 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/23/37/7233775.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_7233775
loop_
_publ_author_name
'L. A. Rochford'
'D. S. Keeble'
'O. J. Holmes'
'G. J. Clarkson'
'T. S. Jones'
_publ_section_title
;
 Controlling templating effects at the organic/inorganic interface using
 (111) oriented copper iodide
;
_journal_name_full               'Journal of Materials Chemistry C'
_journal_page_first              6056
_journal_page_last               6060
_journal_paper_doi               10.1039/C4TC00759J
_journal_volume                  2
_journal_year                    2014
_chemical_formula_moiety         'C32 H16 Fe N8'
_chemical_formula_sum            'C32 H16 Fe N8'
_chemical_formula_weight         568.38
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yn'
_space_group_name_H-M_alt        'P 1 21/n 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_cell_angle_alpha                90
_cell_angle_beta                 105.582(3)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   14.6133(4)
_cell_length_b                   4.78734(11)
_cell_length_c                   17.2977(4)
_cell_measurement_reflns_used    4574
_cell_measurement_temperature    293.5(2)
_cell_measurement_theta_max      36.3040
_cell_measurement_theta_min      3.5560
_cell_volume                     1165.65(5)
_computing_cell_refinement
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET)
(compiled Feb  1 2013,16:14:44)
;
_computing_data_collection
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET)
(compiled Feb  1 2013,16:14:44)
;
_computing_data_reduction
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET)
(compiled Feb  1 2013,16:14:44)
;
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2008)'
_computing_structure_solution    'ShelXS (Sheldrick, 2008)'
_diffrn_ambient_temperature      293.5(2)
_diffrn_detector_area_resol_mean 10.2833
_diffrn_measured_fraction_theta_full 0.985
_diffrn_measured_fraction_theta_max 0.895
_diffrn_measurement_device_type  'Xcalibur, Ruby, Gemini'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_UB_11      0.0419614000
_diffrn_orient_matrix_UB_12      0.0134541000
_diffrn_orient_matrix_UB_13      0.0319381000
_diffrn_orient_matrix_UB_21      0.0279086000
_diffrn_orient_matrix_UB_22      -0.0150503000
_diffrn_orient_matrix_UB_23      -0.0275485000
_diffrn_orient_matrix_UB_31      -0.0009803000
_diffrn_orient_matrix_UB_32      0.1467548000
_diffrn_orient_matrix_UB_33      -0.0057543000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0325
_diffrn_reflns_av_unetI/netI     0.0432
_diffrn_reflns_Laue_measured_fraction_full 0.985
_diffrn_reflns_Laue_measured_fraction_max 0.895
_diffrn_reflns_limit_h_max       21
_diffrn_reflns_limit_h_min       -24
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       28
_diffrn_reflns_limit_l_min       -28
_diffrn_reflns_number            13513
_diffrn_reflns_point_group_measured_fraction_full 0.985
_diffrn_reflns_point_group_measured_fraction_max 0.895
_diffrn_reflns_theta_full        26.000
_diffrn_reflns_theta_max         37.590
_diffrn_reflns_theta_min         3.249
_diffrn_source                   'Enhance (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    0.691
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.94458
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET)
(compiled Feb  1 2013,16:14:44)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            green
_exptl_crystal_colour_primary    green
_exptl_crystal_density_diffrn    1.619
_exptl_crystal_description       block
_exptl_crystal_F_000             580
_exptl_crystal_size_max          0.22
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.04
_refine_diff_density_max         0.495
_refine_diff_density_min         -0.236
_refine_diff_density_rms         0.074
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.058
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     187
_refine_ls_number_reflns         5517
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.058
_refine_ls_R_factor_all          0.0747
_refine_ls_R_factor_gt           0.0513
_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)+(0.0513P)²+0.2016P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1118
_refine_ls_wR_factor_ref         0.1227
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4094
_reflns_number_total             5517
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            J-Mater-Chem-C-2014-2-6056.cif
_cod_data_source_block           fe-pc_test3
_cod_original_cell_volume        1165.65(6)
_cod_database_code               7233775
_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.
;
_reflns_odcompleteness_completeness 92.69
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     36.23
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C4(H4), C5(H5), C6(H6), C7(H7), C13(H13), C14(H14), C15(H15), C16(H16)
;
loop_
_space_group_symop_operation_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_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
Fe1 Fe 0.0000 0.0000 0.0000 0.02282(8) Uani 1 2 d S T P . .
N1 N 0.15124(9) -0.5160(2) 0.07882(8) 0.0277(2) Uani 1 1 d . . . . .
C2 C 0.09161(10) -0.4247(3) 0.11881(8) 0.0255(3) Uani 1 1 d . . . . .
N2 N 0.02420(9) -0.2183(2) 0.09691(7) 0.0243(2) Uani 1 1 d . . . . .
C3 C 0.09139(11) -0.5364(3) 0.19684(9) 0.0263(3) Uani 1 1 d . . . . .
C4 C 0.14695(11) -0.7402(3) 0.24431(9) 0.0328(3) Uani 1 1 d . . . . .
H4 H 0.1937 -0.8355 0.2275 0.039 Uiso 1 1 calc R . . . .
C5 C 0.12974(12) -0.7953(4) 0.31785(10) 0.0374(4) Uani 1 1 d . . . . .
H5 H 0.1659 -0.9297 0.3514 0.045 Uiso 1 1 calc R . . . .
C6 C 0.05921(12) -0.6529(4) 0.34244(9) 0.0382(4) Uani 1 1 d . . . . .
H6 H 0.0494 -0.6944 0.3921 0.046 Uiso 1 1 calc R . . . .
C7 C 0.00336(13) -0.4513(4) 0.29475(10) 0.0344(3) Uani 1 1 d . . . . .
H7 H -0.0439 -0.3582 0.3113 0.041 Uiso 1 1 calc R . . . .
C8 C 0.02066(11) -0.3933(3) 0.22106(8) 0.0272(3) Uani 1 1 d . . . . .
C9 C -0.02093(10) -0.1966(3) 0.15738(8) 0.0254(3) Uani 1 1 d . . . . .
N10 N -0.09196(9) -0.0283(2) 0.16013(7) 0.0270(2) Uani 1 1 d . . . . .
C11 C -0.12779(10) 0.1507(3) 0.10138(8) 0.0250(3) Uani 1 1 d . . . . .
N11 N -0.09869(9) 0.1954(2) 0.03272(7) 0.0242(2) Uani 1 1 d . . . . .
C12 C -0.20652(11) 0.3356(3) 0.10172(9) 0.0276(3) Uani 1 1 d . . . . .
C13 C -0.26183(12) 0.3699(4) 0.15542(10) 0.0355(3) Uani 1 1 d . . . . .
H13 H -0.2507 0.2649 0.2023 0.043 Uiso 1 1 calc R . . . .
C14 C -0.33424(13) 0.5668(4) 0.13617(11) 0.0414(4) Uani 1 1 d . . . . .
H14 H -0.3728 0.5928 0.1705 0.050 Uiso 1 1 calc R . . . .
C15 C -0.35014(13) 0.7265(4) 0.06631(11) 0.0411(4) Uani 1 1 d . . . . .
H15 H -0.3990 0.8573 0.0552 0.049 Uiso 1 1 calc R . . . .
C16 C -0.29499(12) 0.6952(3) 0.01314(10) 0.0343(3) Uani 1 1 d . . . . .
H16 H -0.3055 0.8027 -0.0332 0.041 Uiso 1 1 calc R . . . .
C17 C -0.22309(11) 0.4952(3) 0.03214(9) 0.0275(3) Uani 1 1 d . . . . .
C18 C -0.15438(10) 0.4051(3) -0.00948(8) 0.0252(3) 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'
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'
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
N2 Fe1 N2 180.00(9) 3 .
N2 Fe1 N11 89.12(5) 3 3
N2 Fe1 N11 90.88(5) . 3
N2 Fe1 N11 90.88(5) 3 .
N2 Fe1 N11 89.12(5) . .
N11 Fe1 N11 180.00(9) 3 .
C18 N1 C2 121.96(13) 3 .
N1 C2 N2 128.07(12) . .
N1 C2 C3 122.02(13) . .
N2 C2 C3 109.90(12) . .
C2 N2 Fe1 125.49(9) . .
C2 N2 C9 107.32(11) . .
C9 N2 Fe1 127.19(10) . .
C4 C3 C2 131.40(14) . .
C4 C3 C8 122.03(13) . .
C8 C3 C2 106.56(12) . .
C3 C4 H4 121.5 . .
C5 C4 C3 117.06(15) . .
C5 C4 H4 121.5 . .
C4 C5 H5 119.4 . .
C4 C5 C6 121.20(15) . .
C6 C5 H5 119.4 . .
C5 C6 H6 119.2 . .
C7 C6 C5 121.67(15) . .
C7 C6 H6 119.2 . .
C6 C7 H7 121.3 . .
C6 C7 C8 117.49(16) . .
C8 C7 H7 121.3 . .
C3 C8 C9 106.48(12) . .
C7 C8 C3 120.55(14) . .
C7 C8 C9 132.96(15) . .
N2 C9 C8 109.72(12) . .
N10 C9 N2 127.64(13) . .
N10 C9 C8 122.64(13) . .
C9 N10 C11 121.19(12) . .
N10 C11 N11 127.59(13) . .
N10 C11 C12 122.78(12) . .
N11 C11 C12 109.64(12) . .
C11 N11 Fe1 127.22(10) . .
C18 N11 Fe1 125.62(9) . .
C18 N11 C11 107.16(11) . .
C13 C12 C11 132.47(14) . .
C17 C12 C11 106.57(12) . .
C17 C12 C13 120.96(14) . .
C12 C13 H13 121.3 . .
C14 C13 C12 117.40(15) . .
C14 C13 H13 121.3 . .
C13 C14 H14 119.4 . .
C13 C14 C15 121.22(15) . .
C15 C14 H14 119.4 . .
C14 C15 H15 119.2 . .
C16 C15 C14 121.64(16) . .
C16 C15 H15 119.2 . .
C15 C16 H16 121.5 . .
C15 C16 C17 117.03(15) . .
C17 C16 H16 121.5 . .
C12 C17 C16 121.75(14) . .
C12 C17 C18 106.48(13) . .
C16 C17 C18 131.77(14) . .
N1 C18 N11 127.97(13) 3 .
N1 C18 C17 121.88(13) 3 .
N11 C18 C17 110.14(12) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Fe1 N2 1.9259(11) 3
Fe1 N2 1.9259(11) .
Fe1 N11 1.9271(11) 3
Fe1 N11 1.9271(11) .
N1 C2 1.3239(18) .
N1 C18 1.3234(18) 3
C2 N2 1.3747(18) .
C2 C3 1.4525(19) .
N2 C9 1.3823(17) .
C3 C4 1.388(2) .
C3 C8 1.395(2) .
C4 H4 0.9300 .
C4 C5 1.387(2) .
C5 H5 0.9300 .
C5 C6 1.394(3) .
C6 H6 0.9300 .
C6 C7 1.384(2) .
C7 H7 0.9300 .
C7 C8 1.393(2) .
C8 C9 1.453(2) .
C9 N10 1.3247(18) .
N10 C11 1.3251(18) .
C11 N11 1.3815(17) .
C11 C12 1.453(2) .
N11 C18 1.3727(18) .
C12 C13 1.395(2) .
C12 C17 1.391(2) .
C13 H13 0.9300 .
C13 C14 1.389(3) .
C14 H14 0.9300 .
C14 C15 1.396(3) .
C15 H15 0.9300 .
C15 C16 1.384(2) .
C16 H16 0.9300 .
C16 C17 1.394(2) .
C17 C18 1.4493(19) .
C18 N1 1.3235(18) 3
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_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
Fe1 N2 C9 C8 -178.10(10) . . . .
Fe1 N2 C9 N10 2.4(2) . . . .
Fe1 N11 C18 N1 -0.9(2) . . . 3
Fe1 N11 C18 C17 177.94(10) . . . .
N1 C2 N2 Fe1 -0.9(2) . . . .
N1 C2 N2 C9 179.89(14) . . . .
N1 C2 C3 C4 0.6(3) . . . .
N1 C2 C3 C8 179.78(14) . . . .
C2 N2 C9 C8 1.14(16) . . . .
C2 N2 C9 N10 -178.36(14) . . . .
C2 C3 C4 C5 178.64(16) . . . .
C2 C3 C8 C7 -179.30(15) . . . .
C2 C3 C8 C9 -0.06(16) . . . .
N2 C2 C3 C4 -178.43(15) . . . .
N2 C2 C3 C8 0.77(17) . . . .
N2 C9 N10 C11 -1.2(2) . . . .
C3 C2 N2 Fe1 178.08(10) . . . .
C3 C2 N2 C9 -1.18(16) . . . .
C3 C4 C5 C6 0.4(2) . . . .
C3 C8 C9 N2 -0.66(16) . . . .
C3 C8 C9 N10 178.87(13) . . . .
C4 C3 C8 C7 0.0(2) . . . .
C4 C3 C8 C9 179.23(14) . . . .
C4 C5 C6 C7 0.1(3) . . . .
C5 C6 C7 C8 -0.5(3) . . . .
C6 C7 C8 C3 0.5(2) . . . .
C6 C7 C8 C9 -178.50(16) . . . .
C7 C8 C9 N2 178.44(17) . . . .
C7 C8 C9 N10 -2.0(3) . . . .
C8 C3 C4 C5 -0.5(2) . . . .
C8 C9 N10 C11 179.37(14) . . . .
C9 N10 C11 N11 -1.4(2) . . . .
C9 N10 C11 C12 179.10(13) . . . .
N10 C11 N11 Fe1 2.5(2) . . . .
N10 C11 N11 C18 -178.29(14) . . . .
N10 C11 C12 C13 -1.8(3) . . . .
N10 C11 C12 C17 178.79(14) . . . .
C11 N11 C18 N1 179.88(15) . . . 3
C11 N11 C18 C17 -1.28(16) . . . .
C11 C12 C13 C14 -178.77(17) . . . .
C11 C12 C17 C16 179.62(14) . . . .
C11 C12 C17 C18 0.04(16) . . . .
N11 C11 C12 C13 178.61(16) . . . .
N11 C11 C12 C17 -0.83(16) . . . .
C12 C11 N11 Fe1 -177.90(9) . . . .
C12 C11 N11 C18 1.30(16) . . . .
C12 C13 C14 C15 -0.8(3) . . . .
C12 C17 C18 N1 179.69(14) . . . 3
C12 C17 C18 N11 0.77(16) . . . .
C13 C12 C17 C16 0.1(2) . . . .
C13 C12 C17 C18 -179.48(14) . . . .
C13 C14 C15 C16 0.3(3) . . . .
C14 C15 C16 C17 0.4(3) . . . .
C15 C16 C17 C12 -0.6(2) . . . .
C15 C16 C17 C18 178.84(16) . . . .
C16 C17 C18 N1 0.2(3) . . . 3
C16 C17 C18 N11 -178.75(16) . . . .
C17 C12 C13 C14 0.6(2) . . . .
C18 N1 C2 N2 2.0(2) 3 . . .
C18 N1 C2 C3 -176.79(14) 3 . . .
