#------------------------------------------------------------------------------
#$Date: 2019-10-12 03:38:56 +0300 (Sat, 12 Oct 2019) $
#$Revision: 219303 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/23/45/7234566.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_7234566
loop_
_publ_author_name
'You, Ming-Hua'
'Li, Meng-Hua'
'Liu, Yong-Fei'
'Li, Hao-Hong'
'Lin, Mei-Jin'
_publ_section_title
;
 Unprecedented five-fold interpenetrated donor-acceptor hybrid
 heterostructure induced by anion-π interactions
;
_journal_name_full               CrystEngComm
_journal_paper_doi               10.1039/C9CE01416K
_journal_year                    2019
_chemical_formula_moiety         '2(C3 Fe0.5 N3), 2(C12 H7 N2 O2), C3 H7 N O'
_chemical_formula_sum            'C33 H21 Fe N11 O5'
_chemical_formula_weight         707.46
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_date             2019-08-03
_audit_creation_method
;
Olex2 1.3-alpha
(compiled 2019.07.31 svn.r3643 for OlexSys, GUI svn.r5859)
;
_audit_update_record
;
2019-08-03 deposited with the CCDC.    2019-10-10 downloaded from the CCDC.
;
_cell_angle_alpha                112.203(4)
_cell_angle_beta                 112.169(5)
_cell_angle_gamma                101.951(4)
_cell_formula_units_Z            2
_cell_length_a                   12.8757(7)
_cell_length_b                   13.7673(6)
_cell_length_c                   13.9810(6)
_cell_measurement_temperature    293(2)
_cell_volume                     1940.2(2)
_computing_molecular_graphics    'Olex2 1.3-alpha (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3-alpha (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL n/a (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.834
_diffrn_measured_fraction_theta_max 0.834
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0714
_diffrn_reflns_av_unetI/netI     0.1203
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            26813
_diffrn_reflns_theta_full        29.53
_diffrn_reflns_theta_max         29.53
_diffrn_reflns_theta_min         2.73
_diffrn_source                   'fine-focus sealed tube'
_exptl_absorpt_coefficient_mu    0.439
_exptl_crystal_density_diffrn    1.211
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             724
_refine_diff_density_max         0.521
_refine_diff_density_min         -0.306
_refine_diff_density_rms         0.061
_refine_ls_extinction_coef       0.0004(10)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   0.871
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     457
_refine_ls_number_reflns         9042
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.871
_refine_ls_R_factor_all          0.1300
_refine_ls_R_factor_gt           0.0631
_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)+(0.0832P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1469
_refine_ls_wR_factor_ref         0.1669
_reflns_number_gt                4380
_reflns_number_total             9042
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c9ce01416k2.cif
_cod_data_source_block           dpndi-fe
_cod_original_cell_volume        1940.19(16)
_cod_database_code               7234566
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 N9(H9A), C26(H26), C2(H2), N2(H2A), C30(H30), C1(H1), C21(H21), C20(H20),
 C12(H12), C11(H11), C19(H19), C9(H9), C23(H23), C10(H10), C33(H33)
2.b Idealised Me refined as rotating group:
 C32(H32A,H32B,H32C), C31(H31A,H31B,H31C)
;
_olex2_submission_special_instructions 'No special instructions were received'
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 'x, y, z'
2 '-x, -y, -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
Fe2 Fe 0.5000 0.5000 1.0000 0.03348(19) Uani 1 2 d S
Fe1 Fe 1.0000 1.0000 1.0000 0.0558(2) Uani 1 2 d S
O2 O 0.5471(2) 0.2727(2) 0.3034(2) 0.0672(7) Uani 1 1 d .
O4 O -0.1267(2) 0.6789(2) 0.4713(2) 0.0685(7) Uani 1 1 d .
N10 N 0.0697(2) 0.8098(2) 0.5974(2) 0.0481(7) Uani 1 1 d .
N1 N 0.4802(3) 0.0873(2) 0.2602(2) 0.0482(7) Uani 1 1 d .
O1 O 0.4310(3) -0.0932(2) 0.2300(2) 0.0748(8) Uani 1 1 d .
O5 O 0.2686(2) 0.9339(2) 0.7179(2) 0.0804(8) Uani 1 1 d .
C4 C 0.4965(3) 0.0173(3) 0.0529(2) 0.0387(7) Uani 1 1 d .
C28 C 0.0137(3) 0.9616(2) 0.5197(2) 0.0396(7) Uani 1 1 d .
N4 N 0.2585(3) 0.4885(2) 0.8273(3) 0.0622(8) Uani 1 1 d .
C5 C 0.4618(3) -0.0650(3) 0.0835(2) 0.0438(7) Uani 1 1 d .
C27 C 0.1344(3) 0.9967(3) 0.6105(3) 0.0461(8) Uani 1 1 d .
C29 C -0.0789(3) 0.8515(2) 0.4661(3) 0.0430(7) Uani 1 1 d .
C14 C 0.3499(3) 0.4927(2) 0.8918(3) 0.0410(7) Uani 1 1 d .
N9 N 0.1555(3) 0.5868(3) 0.7120(3) 0.0672(9) Uani 1 1 d .
H9A H 0.1721 0.5395 0.7353 0.081 Uiso 1 1 calc R
N5 N 0.6404(3) 0.6907(3) 0.9811(3) 0.0688(9) Uani 1 1 d .
C3 C 0.4754(3) -0.1345(3) -0.1238(2) 0.0428(7) Uani 1 1 d .
C26 C 0.2213(3) 1.1048(3) 0.6633(3) 0.0542(9) Uani 1 1 d .
H26 H 0.2995 1.1278 0.7250 0.065 Uiso 1 1 calc R
C2 C 0.4427(3) -0.2124(3) -0.0911(3) 0.0470(8) Uani 1 1 d .
H2 H 0.4248 -0.2891 -0.1388 0.056 Uiso 1 1 calc R
C15 C 0.5875(3) 0.6184(3) 0.9895(3) 0.0434(7) Uani 1 1 d .
N3 N 0.5046(3) 0.3228(3) 0.7903(3) 0.0656(8) Uani 1 1 d .
C13 C 0.5026(3) 0.3887(3) 0.8687(3) 0.0443(7) Uani 1 1 d .
N2 N 0.4733(4) 0.2026(3) 0.5748(3) 0.0796(10) Uani 1 1 d .
H2A H 0.4723 0.2282 0.6407 0.095 Uiso 1 1 calc R
C24 C -0.0511(3) 0.7725(3) 0.5091(3) 0.0503(8) Uani 1 1 d .
C25 C 0.1651(3) 0.9140(3) 0.6476(3) 0.0532(8) Uani 1 1 d .
C30 C -0.1930(3) 0.8188(3) 0.3751(3) 0.0510(8) Uani 1 1 d .
H30 H -0.2524 0.7451 0.3383 0.061 Uiso 1 1 calc R
C7 C 0.5192(3) 0.1741(3) 0.2356(3) 0.0502(8) Uani 1 1 d .
C6 C 0.4557(3) -0.0285(3) 0.1948(3) 0.0509(8) Uani 1 1 d .
C1 C 0.4357(3) -0.1781(3) 0.0131(3) 0.0490(8) Uani 1 1 d .
H1 H 0.4135 -0.2318 0.0347 0.059 Uiso 1 1 calc R
C22 C 0.0992(3) 0.7312(3) 0.6363(3) 0.0519(8) Uani 1 1 d .
N8 N 1.0862(4) 1.1128(4) 1.2702(4) 0.0971(12) Uani 1 1 d .
C8 C 0.4768(3) 0.1244(3) 0.3690(3) 0.0523(9) Uani 1 1 d .
C21 C 0.1362(3) 0.6550(3) 0.5796(3) 0.0621(10) Uani 1 1 d .
H21 H 0.1421 0.6517 0.5143 0.074 Uiso 1 1 calc R
N7 N 0.8847(4) 1.1695(4) 0.9784(4) 0.1055(13) Uani 1 1 d .
C18 C 0.9270(4) 1.1049(4) 0.9864(4) 0.0707(11) Uani 1 1 d .
C17 C 1.0546(4) 1.0711(4) 1.1695(4) 0.0696(10) Uani 1 1 d .
C20 C 0.1652(4) 0.5815(3) 0.6206(4) 0.0673(10) Uani 1 1 d .
H20 H 0.1915 0.5287 0.5832 0.081 Uiso 1 1 calc R
N6 N 0.7583(4) 0.8415(4) 0.9497(4) 0.1088(14) Uani 1 1 d .
C16 C 0.8482(4) 0.9008(4) 0.9684(4) 0.0730(11) Uani 1 1 d .
N11 N 0.0453(4) 0.7908(4) 0.2626(4) 0.0982(12) Uani 1 1 d .
C12 C 0.3809(4) 0.1463(4) 0.3729(3) 0.0830(13) Uani 1 1 d .
H12 H 0.3157 0.1347 0.3047 0.100 Uiso 1 1 calc R
C11 C 0.3804(4) 0.1861(4) 0.4791(4) 0.0889(14) Uani 1 1 d .
H11 H 0.3145 0.2011 0.4830 0.107 Uiso 1 1 calc R
C19 C 0.1219(5) 0.6602(4) 0.7688(4) 0.0938(15) Uani 1 1 d .
H19 H 0.1179 0.6622 0.8345 0.113 Uiso 1 1 calc R
C9 C 0.5717(4) 0.1417(4) 0.4683(3) 0.0928(15) Uani 1 1 d .
H9 H 0.6385 0.1271 0.4665 0.111 Uiso 1 1 calc R
C23 C 0.0919(5) 0.7360(4) 0.7322(4) 0.0915(15) Uani 1 1 d .
H23 H 0.0673 0.7888 0.7724 0.110 Uiso 1 1 calc R
C10 C 0.5668(5) 0.1818(5) 0.5735(4) 0.1021(17) Uani 1 1 d .
H10 H 0.6305 0.1937 0.6428 0.123 Uiso 1 1 calc R
O3 O 0.1354(5) 0.7397(5) 0.3918(5) 0.181(2) Uani 1 1 d .
C32 C -0.0650(5) 0.7662(7) 0.1604(6) 0.164(3) Uani 1 1 d .
H32A H -0.0607 0.7291 0.0893 0.246 Uiso 1 1 calc R
H32B H -0.0730 0.8366 0.1700 0.246 Uiso 1 1 calc R
H32C H -0.1349 0.7165 0.1538 0.246 Uiso 1 1 calc R
C33 C 0.0474(6) 0.7176(6) 0.3006(6) 0.124(2) Uani 1 1 d .
H33 H -0.0196 0.6473 0.2570 0.149 Uiso 1 1 calc R
C31 C 0.1520(6) 0.8983(5) 0.3240(6) 0.129(2) Uani 1 1 d .
H31A H 0.1952 0.8915 0.2806 0.194 Uiso 1 1 calc R
H31B H 0.2054 0.9146 0.4032 0.194 Uiso 1 1 calc R
H31C H 0.1257 0.9594 0.3288 0.194 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'
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'
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
C14 Fe2 C14 180.000(1) . 2_667
C14 Fe2 C13 89.79(13) . 2_667
C14 Fe2 C13 90.21(13) 2_667 2_667
C14 Fe2 C13 90.21(13) . .
C14 Fe2 C13 89.79(13) 2_667 .
C15 Fe2 C14 89.69(12) . .
C15 Fe2 C14 90.31(12) . 2_667
C15 Fe2 C14 89.69(12) 2_667 2_667
C15 Fe2 C14 90.31(12) 2_667 .
C15 Fe2 C15 180.000(1) . 2_667
C15 Fe2 C13 89.74(13) 2_667 .
C15 Fe2 C13 90.26(13) 2_667 2_667
C15 Fe2 C13 90.26(13) . .
C15 Fe2 C13 89.74(13) . 2_667
C13 Fe2 C13 180.000(1) 2_667 .
C18 Fe1 C18 180.000(3) 2_777 .
C18 Fe1 C17 90.78(16) 2_777 2_777
C18 Fe1 C17 89.22(16) . 2_777
C18 Fe1 C17 89.22(16) 2_777 .
C18 Fe1 C17 90.78(16) . .
C18 Fe1 C16 88.25(17) 2_777 2_777
C18 Fe1 C16 91.75(17) 2_777 .
C18 Fe1 C16 91.75(17) . 2_777
C18 Fe1 C16 88.25(17) . .
C17 Fe1 C17 180.000(1) . 2_777
C16 Fe1 C17 88.65(17) 2_777 2_777
C16 Fe1 C17 91.35(17) . 2_777
C16 Fe1 C17 91.35(17) 2_777 .
C16 Fe1 C17 88.65(17) . .
C16 Fe1 C16 180.000(1) 2_777 .
C24 N10 C22 117.2(3) . .
C25 N10 C24 125.9(2) . .
C25 N10 C22 116.9(3) . .
C7 N1 C8 116.2(3) . .
C6 N1 C7 126.3(2) . .
C6 N1 C8 117.2(3) . .
C5 C4 C4 119.4(3) . 2_655
C5 C4 C3 122.3(3) . 2_655
C3 C4 C4 118.3(3) 2_655 2_655
C28 C28 C27 118.6(3) 2_576 .
C28 C28 C29 119.5(3) 2_576 .
C27 C28 C29 121.9(3) . .
C4 C5 C6 119.4(3) . .
C1 C5 C4 120.9(3) . .
C1 C5 C6 119.7(3) . .
C28 C27 C25 118.7(3) . .
C26 C27 C28 120.7(3) . .
C26 C27 C25 120.5(3) . .
C28 C29 C24 119.4(3) . .
C30 C29 C28 120.2(3) . .
C30 C29 C24 120.4(3) . .
N4 C14 Fe2 179.2(3) . .
C20 N9 H9A 118.7 . .
C19 N9 H9A 118.7 . .
C19 N9 C20 122.6(3) . .
C4 C3 C7 119.8(3) 2_655 2_655
C2 C3 C4 120.9(3) . 2_655
C2 C3 C7 119.3(3) . 2_655
C27 C26 H26 119.9 . .
C27 C26 C30 120.3(3) . 2_576
C30 C26 H26 119.9 2_576 .
C3 C2 H2 119.6 . .
C3 C2 C1 120.8(3) . .
C1 C2 H2 119.6 . .
N5 C15 Fe2 179.0(3) . .
N3 C13 Fe2 179.5(3) . .
C11 N2 H2A 118.8 . .
C10 N2 H2A 118.8 . .
C10 N2 C11 122.4(3) . .
O4 C24 N10 119.9(3) . .
O4 C24 C29 123.3(3) . .
N10 C24 C29 116.8(3) . .
N10 C25 C27 117.1(3) . .
O5 C25 N10 120.0(3) . .
O5 C25 C27 122.9(3) . .
C29 C30 C26 120.6(3) . 2_576
C29 C30 H30 119.7 . .
C26 C30 H30 119.7 2_576 .
O2 C7 N1 120.6(3) . .
O2 C7 C3 123.9(3) . 2_655
N1 C7 C3 115.5(3) . 2_655
N1 C6 C5 116.5(3) . .
O1 C6 N1 120.0(3) . .
O1 C6 C5 123.6(3) . .
C5 C1 C2 119.7(3) . .
C5 C1 H1 120.1 . .
C2 C1 H1 120.1 . .
C21 C22 N10 120.4(3) . .
C21 C22 C23 120.2(3) . .
C23 C22 N10 119.4(3) . .
C12 C8 N1 119.6(3) . .
C12 C8 C9 120.3(3) . .
C9 C8 N1 120.0(3) . .
C22 C21 H21 120.6 . .
C22 C21 C20 118.7(3) . .
C20 C21 H21 120.6 . .
N7 C18 Fe1 178.9(4) . .
N8 C17 Fe1 179.4(5) . .
N9 C20 C21 119.8(3) . .
N9 C20 H20 120.1 . .
C21 C20 H20 120.1 . .
N6 C16 Fe1 179.7(4) . .
C32 N11 C31 119.7(5) . .
C33 N11 C32 119.5(5) . .
C33 N11 C31 120.8(5) . .
C8 C12 H12 120.4 . .
C8 C12 C11 119.2(4) . .
C11 C12 H12 120.4 . .
N2 C11 C12 119.7(4) . .
N2 C11 H11 120.1 . .
C12 C11 H11 120.1 . .
N9 C19 H19 119.8 . .
N9 C19 C23 120.3(4) . .
C23 C19 H19 119.8 . .
C8 C9 H9 120.9 . .
C8 C9 C10 118.2(4) . .
C10 C9 H9 120.9 . .
C22 C23 C19 118.4(4) . .
C22 C23 H23 120.8 . .
C19 C23 H23 120.8 . .
N2 C10 C9 120.1(4) . .
N2 C10 H10 119.9 . .
C9 C10 H10 119.9 . .
N11 C32 H32A 109.5 . .
N11 C32 H32B 109.5 . .
N11 C32 H32C 109.5 . .
H32A C32 H32B 109.5 . .
H32A C32 H32C 109.5 . .
H32B C32 H32C 109.5 . .
N11 C33 H33 119.4 . .
O3 C33 N11 121.2(6) . .
O3 C33 H33 119.4 . .
N11 C31 H31A 109.5 . .
N11 C31 H31B 109.5 . .
N11 C31 H31C 109.5 . .
H31A C31 H31B 109.5 . .
H31A C31 H31C 109.5 . .
H31B C31 H31C 109.5 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Fe2 C14 1.906(3) 2_667
Fe2 C14 1.906(3) .
Fe2 C15 1.870(3) 2_667
Fe2 C15 1.870(3) .
Fe2 C13 1.913(3) 2_667
Fe2 C13 1.913(3) .
Fe1 C18 1.908(5) 2_777
Fe1 C18 1.908(5) .
Fe1 C17 1.943(5) 2_777
Fe1 C17 1.943(5) .
Fe1 C16 1.915(4) 2_777
Fe1 C16 1.915(4) .
O2 C7 1.200(4) .
O4 C24 1.211(4) .
N10 C24 1.395(4) .
N10 C25 1.385(4) .
N10 C22 1.439(4) .
N1 C7 1.411(4) .
N1 C6 1.396(4) .
N1 C8 1.431(4) .
O1 C6 1.212(4) .
O5 C25 1.214(4) .
C4 C4 1.416(5) 2_655
C4 C5 1.404(4) .
C4 C3 1.413(4) 2_655
C28 C28 1.413(5) 2_576
C28 C27 1.413(4) .
C28 C29 1.414(4) .
N4 C14 1.154(4) .
C5 C6 1.482(4) .
C5 C1 1.372(4) .
C27 C26 1.367(4) .
C27 C25 1.483(4) .
C29 C24 1.471(4) .
C29 C30 1.364(4) .
N9 H9A 0.8600 .
N9 C20 1.306(5) .
N9 C19 1.294(5) .
N5 C15 1.155(4) .
C3 C4 1.413(4) 2_655
C3 C2 1.365(4) .
C3 C7 1.483(4) 2_655
C26 H26 0.9300 .
C26 C30 1.403(4) 2_576
C2 H2 0.9300 .
C2 C1 1.397(4) .
N3 C13 1.142(4) .
N2 H2A 0.8600 .
N2 C11 1.312(5) .
N2 C10 1.299(5) .
C30 C26 1.403(4) 2_576
C30 H30 0.9300 .
C7 C3 1.483(4) 2_655
C1 H1 0.9300 .
C22 C21 1.349(5) .
C22 C23 1.358(5) .
N8 C17 1.156(5) .
C8 C12 1.346(5) .
C8 C9 1.353(5) .
C21 H21 0.9300 .
C21 C20 1.388(5) .
N7 C18 1.152(5) .
C20 H20 0.9300 .
N6 C16 1.137(5) .
N11 C32 1.441(6) .
N11 C33 1.305(6) .
N11 C31 1.456(7) .
C12 H12 0.9300 .
C12 C11 1.379(5) .
C11 H11 0.9300 .
C19 H19 0.9300 .
C19 C23 1.386(5) .
C9 H9 0.9300 .
C9 C10 1.393(5) .
C23 H23 0.9300 .
C10 H10 0.9300 .
O3 C33 1.215(6) .
C32 H32A 0.9600 .
C32 H32B 0.9600 .
C32 H32C 0.9600 .
C33 H33 0.9300 .
C31 H31A 0.9600 .
C31 H31B 0.9600 .
C31 H31C 0.9600 .
