#------------------------------------------------------------------------------
#$Date: 2019-11-23 20:38:18 +0200 (Sat, 23 Nov 2019) $
#$Revision: 234891 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/34/95/4349573.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_4349573
loop_
_publ_author_name
'Zhu, Yuan-Yuan'
'Li, Hong-Qing'
'Ding, Zhong-Yu'
'Lü, Xiao-Jin'
'Zhao, Liang'
'Meng, Yin-Shan'
'Liu, Tao'
'Gao, Song'
_publ_section_title
;
 Spin transitions in a series of [Fe(pybox)2]2+ complexes modulated by
 ligand structures, counter anions, and solvents
;
_journal_issue                   12
_journal_name_full               'Inorganic Chemistry Frontiers'
_journal_page_first              1624
_journal_paper_doi               10.1039/C6QI00417B
_journal_volume                  3
_journal_year                    2016
_chemical_compound_source        no
_chemical_formula_moiety         'C22 H22 Fe N6 O4, 2(F6 P), C2 H3 N'
_chemical_formula_sum            'C24 H25 F12 Fe N7 O4 P2'
_chemical_formula_weight         821.30
_chemical_name_common            7-2
_chemical_name_systematic        7-2
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_audit_creation_date             2015-12-21
_audit_creation_method
;
Olex2 1.2
(compiled 2015.09.30 svn.r3233 for OlexSys, GUI svn.r5103)
;
_audit_update_record
;
2016-03-16 deposited with the CCDC.
2016-10-28 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 102.330(2)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   15.103(3)
_cell_length_b                   11.142(2)
_cell_length_c                   20.558(4)
_cell_measurement_reflns_used    7374
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      24.391
_cell_measurement_theta_min      2.290
_cell_volume                     3379.7(11)
_computing_cell_refinement       'SAINT v7.68A (Bruker, 2009)'
_computing_data_reduction        'SAINT v7.68A (Bruker, 2009)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL (Sheldrick, 2008)'
_computing_structure_solution    'ShelXS (Sheldrick, 2008)'
_diffrn_ambient_temperature      296.15
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.990
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0292
_diffrn_reflns_av_unetI/netI     0.0279
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.990
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_number            25228
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.990
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.019
_diffrn_reflns_theta_min         1.380
_exptl_absorpt_coefficient_mu    0.649
_exptl_absorpt_correction_T_max  0.7455
_exptl_absorpt_correction_T_min  0.6653
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2008/1 (Bruker,2008) was used for absorption correction.
wR2(int) was 0.0667 before and 0.0355 after correction.
The Ratio of minimum to maximum transmission is 0.8924.
The λ/2 correction factor is 0.0015.
;
_exptl_crystal_colour            'dark red'
_exptl_crystal_density_diffrn    1.614
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1656
_exptl_crystal_recrystallization_method 'Re-crystallisation from solvent'
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.26
_exptl_crystal_size_min          0.18
_refine_diff_density_max         0.827
_refine_diff_density_min         -0.438
_refine_diff_density_rms         0.068
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.042
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     452
_refine_ls_number_reflns         6604
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.042
_refine_ls_R_factor_all          0.0789
_refine_ls_R_factor_gt           0.0585
_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)+(0.0956P)²+3.0410P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1666
_refine_ls_wR_factor_ref         0.1847
_reflns_Friedel_coverage         0.000
_reflns_number_gt                4844
_reflns_number_total             6604
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            c6qi00417b2.cif
_cod_data_source_block           7-2
_cod_depositor_comments
;
The following automatic conversions were performed:

data item '_exptl_absorpt_correction_type' value 'Multi-scan' was
changed to 'multi-scan' in accordance with the
/home/saulius/struct/COD-crude-data/automatic-downloads/DataCite-retrospective/RSC/depositions/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 last updated on
2011-04-26.

Automatic conversion script
Id: cif_fix_values 6909 2019-04-08 15:41:33Z antanas 
;
_cod_original_cell_volume        3379.7(13)
_cod_database_code               4349573
_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.
;
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C1(H1A,H1B), C2(H2A,H2B), C10(H10A,H10B), C11(H11A,H11B), C12(H12A,H12B),
 C13(H13A,H13B), C21(H21A,H21B), C22(H22A,H22B)
2.b Aromatic/amide H refined with riding coordinates:
 C5(H5), C6(H6), C7(H7), C16(H16), C17(H17), C18(H18)
2.c Idealised Me refined as rotating group:
 C24(H24A,H24B,H24C)
;
_shelx_shelxl_version_number     2014/7
_olex2_submission_special_instructions 'No special instructions were received'
_solvent_exptl_crystal_recrystallization_method acetonitrile/ether
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -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
Fe1 Fe 0.22577(4) 0.90537(4) 0.39257(3) 0.05069(19) Uani 1 1 d .
O1 O 0.3782(2) 0.6779(2) 0.53986(14) 0.0702(7) Uani 1 1 d .
O2 O -0.0401(2) 0.7792(4) 0.31515(18) 0.0932(11) Uani 1 1 d .
O3 O 0.2056(2) 1.2319(3) 0.49520(13) 0.0701(8) Uani 1 1 d .
O4 O 0.3343(2) 0.9501(3) 0.22107(13) 0.0696(7) Uani 1 1 d .
N1 N 0.3374(2) 0.8260(2) 0.46508(15) 0.0540(7) Uani 1 1 d .
N2 N 0.1746(2) 0.7429(3) 0.42326(15) 0.0544(7) Uani 1 1 d .
N3 N 0.0872(2) 0.8892(3) 0.33408(16) 0.0629(8) Uani 1 1 d .
N4 N 0.1958(2) 1.0374(3) 0.46445(15) 0.0555(7) Uani 1 1 d .
N5 N 0.2648(2) 1.0735(2) 0.36098(14) 0.0501(7) Uani 1 1 d .
N6 N 0.2836(2) 0.8673(3) 0.30574(15) 0.0542(7) Uani 1 1 d .
C1 C 0.4329(3) 0.8524(4) 0.4970(2) 0.0695(11) Uani 1 1 d .
H1A H 0.4379 0.9296 0.5192 0.083 Uiso 1 1 calc R
H1B H 0.4707 0.8528 0.4643 0.083 Uiso 1 1 calc R
C2 C 0.4604(3) 0.7506(4) 0.5474(2) 0.0770(12) Uani 1 1 d .
H2A H 0.5100 0.7041 0.5371 0.092 Uiso 1 1 calc R
H2B H 0.4785 0.7817 0.5923 0.092 Uiso 1 1 calc R
C3 C 0.3174(3) 0.7301(3) 0.49186(18) 0.0550(9) Uani 1 1 d .
C4 C 0.2277(3) 0.6748(3) 0.46905(19) 0.0570(9) Uani 1 1 d .
C5 C 0.1979(3) 0.5652(4) 0.4890(2) 0.0756(12) Uani 1 1 d .
H5 H 0.2344 0.5189 0.5218 0.091 Uiso 1 1 calc R
C6 C 0.1121(4) 0.5285(4) 0.4582(3) 0.0885(15) Uani 1 1 d .
H6 H 0.0911 0.4544 0.4693 0.106 Uiso 1 1 calc R
C7 C 0.0575(3) 0.5979(4) 0.4120(3) 0.0791(13) Uani 1 1 d .
H7 H -0.0007 0.5728 0.3920 0.095 Uiso 1 1 calc R
C8 C 0.0909(3) 0.7075(3) 0.3953(2) 0.0619(10) Uani 1 1 d .
C9 C 0.0455(3) 0.7968(4) 0.3468(2) 0.0650(10) Uani 1 1 d .
C10 C -0.0631(4) 0.8871(6) 0.2738(3) 0.110(2) Uani 1 1 d .
H10A H -0.1080 0.9349 0.2895 0.132 Uiso 1 1 calc R
H10B H -0.0870 0.8653 0.2277 0.132 Uiso 1 1 calc R
C11 C 0.0239(3) 0.9547(5) 0.2807(2) 0.0847(14) Uani 1 1 d .
H11A H 0.0452 0.9535 0.2394 0.102 Uiso 1 1 calc R
H11B H 0.0168 1.0374 0.2934 0.102 Uiso 1 1 calc R
C12 C 0.1583(3) 1.0411(4) 0.5257(2) 0.0736(12) Uani 1 1 d .
H12A H 0.1936 0.9910 0.5604 0.088 Uiso 1 1 calc R
H12B H 0.0958 1.0142 0.5166 0.088 Uiso 1 1 calc R
C13 C 0.1651(4) 1.1722(5) 0.5461(2) 0.0832(14) Uani 1 1 d .
H13A H 0.1057 1.2050 0.5463 0.100 Uiso 1 1 calc R
H13B H 0.2034 1.1818 0.5901 0.100 Uiso 1 1 calc R
C14 C 0.2170(2) 1.1443(3) 0.45341(17) 0.0523(8) Uani 1 1 d .
C15 C 0.2554(3) 1.1728(3) 0.39542(17) 0.0529(8) Uani 1 1 d .
C16 C 0.2793(3) 1.2852(3) 0.3758(2) 0.0639(10) Uani 1 1 d .
H16 H 0.2725 1.3535 0.4003 0.077 Uiso 1 1 calc R
C17 C 0.3134(3) 1.2922(4) 0.3186(2) 0.0736(12) Uani 1 1 d .
H17 H 0.3301 1.3662 0.3040 0.088 Uiso 1 1 calc R
C18 C 0.3225(3) 1.1893(4) 0.2829(2) 0.0692(11) Uani 1 1 d .
H18 H 0.3448 1.1932 0.2441 0.083 Uiso 1 1 calc R
C19 C 0.2981(3) 1.0815(3) 0.30594(18) 0.0535(8) Uani 1 1 d .
C20 C 0.3051(2) 0.9604(3) 0.27713(17) 0.0534(8) Uani 1 1 d .
C21 C 0.3359(3) 0.8203(4) 0.2081(2) 0.0777(13) Uani 1 1 d .
H21A H 0.3969 0.7934 0.2078 0.093 Uiso 1 1 calc R
H21B H 0.2964 0.8004 0.1658 0.093 Uiso 1 1 calc R
C22 C 0.3018(3) 0.7636(4) 0.2655(2) 0.0695(11) Uani 1 1 d .
H22A H 0.2470 0.7176 0.2493 0.083 Uiso 1 1 calc R
H22B H 0.3474 0.7113 0.2914 0.083 Uiso 1 1 calc R
P2 P 0.40943(8) 0.46198(10) 0.16640(6) 0.0653(3) Uani 1 1 d .
F7 F 0.3190(3) 0.4142(5) 0.1796(2) 0.180(2) Uani 1 1 d .
F8 F 0.4582(3) 0.3499(4) 0.2021(3) 0.1632(19) Uani 1 1 d .
F9 F 0.4339(4) 0.5280(5) 0.2329(2) 0.184(2) Uani 1 1 d .
F10 F 0.3596(2) 0.5740(3) 0.12865(19) 0.1168(11) Uani 1 1 d .
F11 F 0.3851(3) 0.3983(4) 0.09468(18) 0.1289(13) Uani 1 1 d .
F12 F 0.4999(2) 0.5026(4) 0.1479(2) 0.1356(14) Uani 1 1 d .
P1 P 0.94273(8) 0.24279(11) 0.38290(6) 0.0701(3) Uani 1 1 d .
F1 F 0.9773(2) 0.1093(3) 0.39872(17) 0.1124(11) Uani 1 1 d .
F2 F 1.0411(2) 0.2796(4) 0.37354(18) 0.1241(12) Uani 1 1 d .
F3 F 0.9717(3) 0.2748(4) 0.45904(16) 0.1335(14) Uani 1 1 d .
F4 F 0.9090(3) 0.3764(3) 0.3667(2) 0.1211(12) Uani 1 1 d .
F5 F 0.8458(2) 0.2097(3) 0.3933(2) 0.1177(12) Uani 1 1 d .
F6 F 0.9169(2) 0.2141(3) 0.30560(15) 0.1105(10) Uani 1 1 d .
N7 N 0.5993(4) 0.0358(5) 0.0875(3) 0.1187(18) Uani 1 1 d .
C23 C 0.5324(5) 0.0600(4) 0.0992(3) 0.0861(15) Uani 1 1 d .
C24 C 0.4474(5) 0.0897(6) 0.1129(4) 0.119(2) Uani 1 1 d .
H24A H 0.4371 0.0420 0.1495 0.179 Uiso 1 1 calc GR
H24B H 0.4006 0.0741 0.0743 0.179 Uiso 1 1 calc GR
H24C H 0.4468 0.1732 0.1243 0.179 Uiso 1 1 calc GR
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'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.1023 0.0942 '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'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
N1 Fe1 N3 148.23(12)
N1 Fe1 N4 92.99(11)
N1 Fe1 N6 95.39(12)
N2 Fe1 N1 74.23(11)
N2 Fe1 N3 74.09(13)
N2 Fe1 N4 103.34(11)
N2 Fe1 N6 108.17(11)
N3 Fe1 N4 96.54(12)
N3 Fe1 N6 92.13(12)
N5 Fe1 N1 110.15(11)
N5 Fe1 N2 174.79(12)
N5 Fe1 N3 101.61(12)
N5 Fe1 N4 73.97(11)
N5 Fe1 N6 74.62(11)
N6 Fe1 N4 148.49(11)
C3 O1 C2 105.8(3)
C9 O2 C10 104.3(4)
C14 O3 C13 104.8(3)
C20 O4 C21 105.3(3)
C1 N1 Fe1 139.3(2)
C3 N1 Fe1 114.7(3)
C3 N1 C1 105.9(3)
C4 N2 Fe1 119.6(2)
C8 N2 Fe1 119.9(3)
C8 N2 C4 120.5(3)
C9 N3 Fe1 114.4(3)
C9 N3 C11 106.5(4)
C11 N3 Fe1 139.1(3)
C12 N4 Fe1 139.3(3)
C14 N4 Fe1 114.4(2)
C14 N4 C12 106.3(3)
C15 N5 Fe1 120.3(2)
C19 N5 Fe1 120.0(2)
C19 N5 C15 119.7(3)
C20 N6 Fe1 114.0(2)
C20 N6 C22 106.4(3)
C22 N6 Fe1 139.5(3)
N1 C1 C2 104.5(3)
O1 C2 C1 103.7(3)
O1 C3 C4 119.8(3)
N1 C3 O1 120.0(4)
N1 C3 C4 120.2(3)
N2 C4 C3 111.1(3)
N2 C4 C5 121.5(4)
C5 C4 C3 127.3(4)
C6 C5 C4 117.1(5)
C7 C6 C5 121.6(4)
C6 C7 C8 118.3(4)
N2 C8 C7 120.9(4)
N2 C8 C9 110.8(3)
C7 C8 C9 128.3(4)
O2 C9 C8 119.7(4)
N3 C9 O2 119.6(4)
N3 C9 C8 120.7(4)
O2 C10 C11 105.2(4)
N3 C11 C10 103.7(4)
N4 C12 C13 104.2(3)
O3 C13 C12 104.6(3)
O3 C14 C15 119.5(3)
N4 C14 O3 120.0(3)
N4 C14 C15 120.5(3)
N5 C15 C14 110.9(3)
N5 C15 C16 122.0(3)
C16 C15 C14 127.1(3)
C17 C16 C15 117.8(4)
C16 C17 C18 120.0(4)
C19 C18 C17 118.6(4)
N5 C19 C18 121.9(3)
N5 C19 C20 110.4(3)
C18 C19 C20 127.7(3)
O4 C20 C19 119.4(3)
N6 C20 O4 119.9(3)
N6 C20 C19 120.7(3)
O4 C21 C22 104.3(3)
N6 C22 C21 104.1(3)
F7 P2 F8 89.3(3)
F7 P2 F10 90.7(2)
F7 P2 F11 88.4(3)
F7 P2 F12 175.0(3)
F8 P2 F10 178.7(3)
F8 P2 F11 94.0(3)
F8 P2 F12 89.8(2)
F9 P2 F7 93.6(3)
F9 P2 F8 88.0(3)
F9 P2 F10 93.3(3)
F9 P2 F11 177.2(3)
F9 P2 F12 91.2(3)
F10 P2 F11 84.6(2)
F12 P2 F10 90.1(2)
F12 P2 F11 86.8(2)
F1 P1 F2 89.5(2)
F3 P1 F1 89.9(2)
F3 P1 F2 89.6(2)
F3 P1 F4 90.3(2)
F3 P1 F6 177.5(2)
F4 P1 F1 179.4(2)
F4 P1 F2 89.9(2)
F4 P1 F6 88.8(2)
F5 P1 F1 91.57(19)
F5 P1 F2 178.4(2)
F5 P1 F3 89.3(2)
F5 P1 F4 88.96(19)
F5 P1 F6 93.0(2)
F6 P1 F1 90.94(19)
F6 P1 F2 88.1(2)
N7 C23 C24 179.1(8)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
Fe1 N1 2.185(3)
Fe1 N2 2.117(3)
Fe1 N3 2.188(3)
Fe1 N4 2.199(3)
Fe1 N5 2.108(3)
Fe1 N6 2.189(3)
O1 C2 1.463(5)
O1 C3 1.329(4)
O2 C9 1.332(5)
O2 C10 1.470(7)
O3 C13 1.478(5)
O3 C14 1.335(4)
O4 C20 1.324(4)
O4 C21 1.472(5)
N1 C1 1.480(5)
N1 C3 1.267(5)
N2 C4 1.335(5)
N2 C8 1.331(5)
N3 C9 1.263(5)
N3 C11 1.483(5)
N4 C12 1.488(5)
N4 C14 1.267(5)
N5 C15 1.337(4)
N5 C19 1.336(4)
N6 C20 1.269(5)
N6 C22 1.481(5)
C1 C2 1.533(6)
C3 C4 1.472(5)
C4 C5 1.393(5)
C5 C6 1.377(7)
C6 C7 1.359(7)
C7 C8 1.392(6)
C8 C9 1.470(6)
C10 C11 1.496(8)
C12 C13 1.517(7)
C14 C15 1.468(5)
C15 C16 1.387(5)
C16 C17 1.384(6)
C17 C18 1.384(6)
C18 C19 1.370(5)
C19 C20 1.487(5)
C21 C22 1.522(6)
P2 F7 1.543(4)
P2 F8 1.553(3)
P2 F9 1.526(4)
P2 F10 1.574(3)
P2 F11 1.607(4)
P2 F12 1.562(3)
P1 F1 1.586(3)
P1 F2 1.592(3)
P1 F3 1.574(3)
P1 F4 1.585(3)
P1 F5 1.568(3)
P1 F6 1.586(3)
N7 C23 1.120(7)
C23 C24 1.412(9)
