#------------------------------------------------------------------------------
#$Date: 2019-11-07 22:02:31 +0200 (Thu, 07 Nov 2019) $
#$Revision: 223687 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/23/25/7232568.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_7232568
loop_
_publ_author_name
'Milašinović, Valentina'
'Molčanov, Krešimir'
_publ_section_title
;
 Nitranilic acid as a basis for construction of coordination polymers:
 from discrete monomers to 3D networks
;
_journal_issue                   18
_journal_name_full               CrystEngComm
_journal_page_first              2962
_journal_paper_doi               10.1039/C9CE00209J
_journal_volume                  21
_journal_year                    2019
_chemical_formula_moiety         'C18 N6 Na O24, 2(C30 H24 Fe N6), 6(O), Na'
_chemical_formula_sum            'C78 H48 Fe2 N18 Na2 O30'
_chemical_formula_weight         1875.02
_space_group_IT_number           165
_space_group_name_Hall           '-P 3 2"c'
_space_group_name_H-M_alt        'P -3 c 1'
_symmetry_cell_setting           trigonal
_symmetry_space_group_name_Hall  '-P 3 2"c'
_symmetry_space_group_name_H-M   'P -3 c 1'
_atom_sites_solution_hydrogens   geom
_audit_creation_date             2018-11-07T15:32:17-00:00
_audit_creation_method           'WinGX routine CIF_UPDATE'
_audit_update_record
;
2019-01-29 deposited with the CCDC.    2019-04-03 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                120
_cell_formula_units_Z            2
_cell_length_a                   14.4820(8)
_cell_length_b                   14.4820(8)
_cell_length_c                   21.7912(9)
_cell_measurement_reflns_used    2803
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      76.002
_cell_measurement_theta_min      4.067
_cell_volume                     3957.9(3)
_computing_cell_refinement       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_diffrn_detector_area_resol_mean 10.4323
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'Xcalibur, Ruby, Nova'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0431
_diffrn_reflns_av_unetI/netI     0.0723
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_number            10484
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_theta_full        63.665
_diffrn_reflns_theta_max         63.665
_diffrn_reflns_theta_min         3.524
_diffrn_source                   'micro-focus sealed X-ray tube'
_exptl_absorpt_coefficient_mu    3.919
_exptl_absorpt_correction_T_max  1
_exptl_absorpt_correction_T_min  0.22044
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
        CrysAlisPro 1.171.39.46 (Rigaku Oxford Diffraction, 2018)
        Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'dark red'
_exptl_crystal_density_diffrn    1.573
_exptl_crystal_description       prism
_exptl_crystal_F_000             1912
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.08
_refine_diff_density_max         0.404
_refine_diff_density_min         -0.348
_refine_diff_density_rms         0.074
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.069
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     227
_refine_ls_number_reflns         2180
_refine_ls_number_restraints     18
_refine_ls_restrained_S_all      1.066
_refine_ls_R_factor_all          0.0848
_refine_ls_R_factor_gt           0.0717
_refine_ls_shift/su_max          0.009
_refine_ls_shift/su_mean         0.001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.1669P)²+0.1849P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_ref         0.2312
_reflns_number_gt                1690
_reflns_number_total             2180
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            c9ce00209j2.cif
_cod_data_source_block           s176_100k_5
_cod_depositor_comments
'Adding full bibliography for 7232565--7232570.cif.'
_cod_original_cell_volume        3957.9(5)
_cod_database_code               7232568
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 x,y,z
2 -y,x-y,z
3 y,x,1/2-z
4 -x+y,-x,z
5 -x,-x+y,1/2-z
6 x-y,-y,1/2-z
7 -x,-y,-z
8 y,-x+y,-z
9 -y,-x,1/2+z
10 x-y,x,-z
11 x,x-y,1/2+z
12 -x+y,y,1/2+z
loop_
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_type_symbol
Na1 1 0 0.25 0.224(8) Uani d 1 . . Na
O1 0.8974(4) 0.0607(4) 0.2996(3) 0.157(2) Uani d 1 . . O
O2 0.5805(5) 0.0738(6) 0.2924(2) 0.177(3) Uani d 1 . . O
N1 0.7764(6) 0.1423(5) 0.3525(3) 0.137(2) Uani d 1 . . N
C1 0.8077(5) 0.0359(4) 0.2786(3) 0.1064(16) Uani d 1 . . C
C2 0.6402(5) 0.0408(5) 0.2751(2) 0.1073(17) Uani d 1 . . C
C3 0.7408(5) 0.0706(4) 0.3009(2) 0.0993(14) Uani d 1 . . C
O3A 0.8714(11) 0.2271(11) 0.3345(5) 0.132(6) Uani d 0.355(12) A 1 O
O4A 0.744(2) 0.1220(17) 0.3957(7) 0.167(9) Uani d 0.355(12) A 1 O
O3B 0.7575(8) 0.2198(8) 0.3551(5) 0.153(4) Uani d 0.645(12) A 2 O
O4B 0.8152(12) 0.1149(10) 0.4015(6) 0.196(7) Uani d 0.645(12) A 2 O
Fe1 0.666667 0.333333 0.56854(4) 0.0581(4) Uani d 1 . . Fe
N2 0.5375(3) 0.2942(3) 0.61616(14) 0.0682(8) Uani d 1 . . N
N3 0.5655(2) 0.2090(2) 0.51991(13) 0.0634(7) Uani d 1 . . N
C4 0.5294(4) 0.3438(4) 0.66704(18) 0.0831(12) Uani d 1 . . C
H4 0.590794 0.402686 0.681981 0.1 Uiso calc 1 . . H
C5 0.4354(5) 0.3114(5) 0.6974(2) 0.0965(15) Uani d 1 . . C
H5 0.433481 0.346752 0.732611 0.116 Uiso calc 1 . . H
C6 0.3435(4) 0.2254(4) 0.6750(2) 0.0989(16) Uani d 1 . . C
H6 0.278515 0.203194 0.694393 0.119 Uiso calc 1 . . H
C7 0.3486(4) 0.1729(4) 0.6236(2) 0.0864(13) Uani d 1 . . C
H7 0.287313 0.114553 0.608158 0.104 Uiso calc 1 . . H
C8 0.4472(3) 0.2084(3) 0.59502(19) 0.0703(10) Uani d 1 . . C
C9 0.4634(3) 0.1602(3) 0.53958(16) 0.0681(9) Uani d 1 . . C
C10 0.3824(4) 0.0738(3) 0.5088(2) 0.0841(12) Uani d 1 . . C
H10 0.31287 0.040482 0.523573 0.101 Uiso calc 1 . . H
C11 0.4066(4) 0.0387(4) 0.4565(2) 0.0939(14) Uani d 1 . . C
H11 0.352992 -0.017862 0.434661 0.113 Uiso calc 1 . . H
C12 0.5094(4) 0.0865(4) 0.4364(2) 0.0862(12) Uani d 1 . . C
H12 0.526864 0.062349 0.401135 0.103 Uiso calc 1 . . H
C13 0.5872(3) 0.1715(4) 0.46918(18) 0.0729(11) Uani d 1 . . C
H13 0.657357 0.203864 0.45544 0.088 Uiso calc 1 . . H
Na2 0.666667 0.333333 0.3005(9) 0.196(7) Uani d 0.5 . . Na
O5A 0.911(3) 0.056(2) 0.449(2) 0.46(4) Uani d 0.67(4) B 1 O
O5B 1.025(4) 0.102(3) 0.407(3) 0.42(5) Uani d 0.33(4) B 2 O
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0 0 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Br Br -0.6763 1.2805 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Fe Fe -1.1336 3.1974 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Na Na 0.1353 0.1239 '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
O1 Na1 O1 119.80(2) 3_765 5
O1 Na1 O1 172.2(3) 3_765 4_645
O1 Na1 O1 67.97(3) 5 4_645
O3B N1 O4B 121.6(11) . .
O4A N1 O3A 129.2(13) . .
O4A N1 C3 124.2(12) . .
O3B N1 C3 120.6(7) . .
O4B N1 C3 117.1(9) . .
O3A N1 C3 105.1(7) . .
O1 C1 C3 125.7(6) . .
O2 C2 C3 125.0(6) . .
C1 C3 C2 123.5(5) . .
C1 C3 N1 118.2(6) . .
C2 C3 N1 118.3(6) . .
N1 O3B Na2 148.7(8) . .
N2 Fe1 N2 94.53(18) . 2_655
N2 Fe1 N2 124.37(15) . 3_665
N2 Fe1 N2 140.49(15) 2_655 3_665
N2 Fe1 N3 173.98(15) . 2_655
N2 Fe1 N3 81.61(14) 2_655 2_655
N2 Fe1 N3 60.15(10) 3_665 2_655
N2 Fe1 N3 119.17(12) . 3_665
N2 Fe1 N3 144.47(15) 2_655 3_665
N3 Fe1 N3 65.62(10) 2_655 3_665
N2 Fe1 N3 90.41(13) 2_655 .
N2 Fe1 N3 100.96(8) 3_665 .
N3 Fe1 N3 93.74(14) 2_655 .
N3 Fe1 N3 104.49(8) 3_665 .
C8 N2 C4 117.6(4) . .
C8 N2 Fe1 115.4(3) . .
C4 N2 Fe1 127.0(3) . .
C13 N3 C9 117.9(3) . .
C13 N3 Fe1 126.8(3) . .
C9 N3 Fe1 115.3(2) . .
N2 C4 C5 123.2(5) . .
N2 C4 H4 118.4 . .
C5 C4 H4 118.4 . .
C4 C5 C6 118.9(5) . .
C4 C5 H5 120.5 . .
C6 C5 H5 120.5 . .
C7 C6 C5 119.6(4) . .
C7 C6 H6 120.2 . .
C5 C6 H6 120.2 . .
C6 C7 C8 119.1(5) . .
C6 C7 H7 120.5 . .
C8 C7 H7 120.5 . .
N2 C8 C7 121.6(4) . .
N2 C8 C9 113.8(3) . .
C7 C8 C9 124.5(4) . .
N3 C9 C10 122.0(4) . .
N3 C9 C8 113.9(3) . .
C10 C9 C8 124.2(4) . .
C11 C10 C9 118.8(4) . .
C11 C10 H10 120.6 . .
C9 C10 H10 120.6 . .
C12 C11 C10 119.9(4) . .
C12 C11 H11 120 . .
C10 C11 H11 120 . .
C11 C12 C13 118.9(4) . .
C11 C12 H12 120.6 . .
C13 C12 H12 120.6 . .
N3 C13 C12 122.5(4) . .
N3 C13 H13 118.8 . .
C12 C13 H13 118.8 . .
O3B Na2 O3B 103.6(5) . 2_655
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
Na1 O1 2.336(7)
O1 C1 1.248(7)
O2 C2 1.238(7)
N1 O4A 1.024(14)
N1 O3B 1.282(11)
N1 O4B 1.354(13)
N1 O3A 1.365(14)
N1 C3 1.440(8)
C1 C3 1.384(8)
C2 C3 1.413(8)
O3B Na2 2.831(15)
Fe1 N2 1.959(3)
Fe1 N3 1.968(3)
N2 C8 1.357(6)
N2 C4 1.358(5)
N3 C13 1.336(5)
N3 C9 1.352(5)
C4 C5 1.369(6)
C4 H4 0.93
C5 C6 1.380(8)
C5 H5 0.93
C6 C7 1.375(8)
C6 H6 0.93
C7 C8 1.399(6)
C7 H7 0.93
C8 C9 1.472(6)
C9 C10 1.386(6)
C10 C11 1.362(8)
C10 H10 0.93
C11 C12 1.363(7)
C11 H11 0.93
C12 C13 1.382(6)
C12 H12 0.93
C13 H13 0.93
