#------------------------------------------------------------------------------
#$Date: 2019-11-28 17:03:19 +0200 (Thu, 28 Nov 2019) $
#$Revision: 244150 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/70/28/7702884.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_7702884
loop_
_publ_author_name
'Morin, Tyler J.'
'Wanniarachchi, Sarath'
'Gwengo, Chengeto'
'Makura, Vitales'
'Tatlock, Heidi M.'
'Lindeman, Sergey V.'
'Bennett, Brian'
'Long, Gary J.'
'Grandjean, Fernande'
'Gardinier, James R.'
_publ_section_title
;
 Pyrazolyl methyls prescribe the electronic properties of iron(II)
 tetra(pyrazolyl)lutidine chloride complexes.
;
_journal_issue                   31
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              8024
_journal_page_last               8034
_journal_paper_doi               10.1039/c1dt10712g
_journal_volume                  40
_journal_year                    2011
_chemical_formula_moiety         '2(C9.5 H8.5 Cl0.5 Fe0.5 N4.5), Cl, C H4 O'
_chemical_formula_sum            'C20 H21 Cl2 Fe N9 O'
_chemical_formula_weight         530.21
_space_group_crystal_system      orthorhombic
_space_group_IT_number           64
_space_group_name_Hall           '-C 2ac 2'
_space_group_name_H-M_alt        'C m c e'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_date             2011-05-12
_audit_creation_method
;
Olex2 1.1
(compiled 2011.02.15 svn.r1672, GUI svn.r3494)
;
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_formula_units_Z            8
_cell_length_a                   21.641(4)
_cell_length_b                   22.294(4)
_cell_length_c                   9.5986(19)
_cell_measurement_reflns_used    13123
_cell_measurement_temperature    100
_cell_measurement_theta_max      29.3886
_cell_measurement_theta_min      3.3189
_cell_volume                     4631.0(15)
_computing_cell_refinement
;
CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.33.55 (release 05-01-2010 CrysAlis171 .NET)
(compiled Jan 5 2010,16:28:46)
;
_computing_data_collection
;
CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.33.55 (release 05-01-2010 CrysAlis171 .NET)
(compiled Jan 5 2010,16:28:46)
;
_computing_data_reduction
;
CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.33.55 (release 05-01-2010 CrysAlis171 .NET)
(compiled Jan 5 2010,16:28:46)
;
_computing_molecular_graphics
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_publication_material
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      100
_diffrn_detector_area_resol_mean 10.3756
_diffrn_measured_fraction_theta_full 0.990
_diffrn_measured_fraction_theta_max 0.920
_diffrn_measurement_details
;
#__ type_ start__ end____ width___ exp.time_
1 omega 24.00 52.00 1.0000 19.0100
omega____ theta____ kappa____ phi______ frames
- 11.5134 -96.0000 78.0000 28

#__ type_ start__ end____ width___ exp.time_
2 omega -67.00 47.00 1.0000 19.0100
omega____ theta____ kappa____ phi______ frames
- 11.5134 0.0000 120.0000 114

#__ type_ start__ end____ width___ exp.time_
3 omega -90.00 -43.00 1.0000 19.0100
omega____ theta____ kappa____ phi______ frames
- -11.6697 -77.0000 -180.0000 47

#__ type_ start__ end____ width___ exp.time_
4 omega -28.00 64.00 1.0000 19.0100
omega____ theta____ kappa____ phi______ frames
- -11.6697 37.0000 -60.0000 92
;
_diffrn_measurement_device_type  'SuperNova, Dual, Atlas'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_UB_11      -0.0388231
_diffrn_orient_matrix_UB_12      -0.0179246
_diffrn_orient_matrix_UB_13      0.0208949
_diffrn_orient_matrix_UB_21      0.0040469
_diffrn_orient_matrix_UB_22      0.0230798
_diffrn_orient_matrix_UB_23      0.0224912
_diffrn_orient_matrix_UB_31      -0.0627366
_diffrn_orient_matrix_UB_32      0.0125824
_diffrn_orient_matrix_UB_33      -0.011486
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.7107
_diffrn_reflns_av_R_equivalents  0.0165
_diffrn_reflns_av_unetI/netI     0.0131
_diffrn_reflns_limit_h_max       29
_diffrn_reflns_limit_h_min       -28
_diffrn_reflns_limit_k_max       30
_diffrn_reflns_limit_k_min       -30
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            16592
_diffrn_reflns_theta_full        29.00
_diffrn_reflns_theta_max         29.45
_diffrn_reflns_theta_min         3.37
_diffrn_source                   'fine-focus sealed tube'
_exptl_absorpt_coefficient_mu    0.915
_exptl_absorpt_correction_T_max  1.0
_exptl_absorpt_correction_T_min  0.85412
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.33.55 (release 05-01-2010 CrysAlis171 .NET)
(compiled Jan 5 2010,16:28:46)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.521
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             2176
_exptl_crystal_size_max          0.31
_exptl_crystal_size_mid          0.21
_exptl_crystal_size_min          0.12
_refine_diff_density_max         0.386
_refine_diff_density_min         -0.287
_refine_diff_density_rms         0.049
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.096
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     167
_refine_ls_number_reflns         3038
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.096
_refine_ls_R_factor_all          0.0278
_refine_ls_R_factor_gt           0.0234
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
;
calc w=1/[σ²(Fo²)+(0.0329P)²+3.5110P] where P=(Fo²+2Fc²)/3
;
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0663
_refine_ls_wR_factor_ref         0.0678
_reflns_number_gt                2641
_reflns_number_total             3038
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c1dt10712g.txt
_cod_data_source_block           1xMeOH_GARD10PC
_cod_original_sg_symbol_Hall     '-C 2bc 2'
_cod_original_sg_symbol_H-M      'C m c a'
_cod_database_code               7702884
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 'x, y, z'
2 '-x, -y+1/2, z+1/2'
3 'x, -y, -z'
4 '-x, y+1/2, -z+1/2'
5 'x+1/2, y+1/2, z'
6 '-x+1/2, -y+1, z+1/2'
7 'x+1/2, -y+1/2, -z'
8 '-x+1/2, y+1, -z+1/2'
9 '-x, -y, -z'
10 'x, y-1/2, -z-1/2'
11 '-x, y, z'
12 'x, -y-1/2, z-1/2'
13 '-x+1/2, -y+1/2, -z'
14 'x+1/2, y, -z-1/2'
15 '-x+1/2, y+1/2, z'
16 'x+1/2, -y, 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
Fe1 Fe 0.5000 0.350008(10) 0.76084(2) 0.01188(8) Uani 1 2 d S . .
Cl1 Cl 0.5000 0.246267(17) 0.75403(4) 0.01745(10) Uani 1 2 d S . .
N1 N 0.5000 0.45019(6) 0.78255(15) 0.0149(3) Uani 1 2 d S . .
N11 N 0.42278(5) 0.35876(4) 0.90931(11) 0.0160(2) Uani 1 1 d . . .
N12 N 0.38021(5) 0.40286(4) 0.88994(11) 0.0169(2) Uani 1 1 d . . .
N21 N 0.42706(5) 0.37121(4) 0.61091(10) 0.0159(2) Uani 1 1 d . . .
N22 N 0.38444(5) 0.41384(4) 0.64418(11) 0.0163(2) Uani 1 1 d . . .
C1 C 0.38755(6) 0.44530(5) 0.77642(13) 0.0167(2) Uani 1 1 d . . .
H1 H 0.3522 0.4741 0.7803 0.020 Uiso 1 1 calc R . .
C2 C 0.44686(6) 0.48098(5) 0.78890(13) 0.0161(2) Uani 1 1 d . . .
C3 C 0.44487(6) 0.54296(5) 0.80180(14) 0.0202(3) Uani 1 1 d . . .
H3 H 0.4064 0.5634 0.8062 0.024 Uiso 1 1 calc R . .
C4 C 0.5000 0.57439(7) 0.8082(2) 0.0226(4) Uani 1 2 d S . .
H4 H 0.5000 0.6168 0.8169 0.027 Uiso 1 2 calc SR . .
C11 C 0.39883(6) 0.32385(5) 1.00863(13) 0.0191(2) Uani 1 1 d . . .
H11 H 0.4184 0.2891 1.0450 0.023 Uiso 1 1 calc R . .
C12 C 0.34103(6) 0.34525(6) 1.05223(14) 0.0235(3) Uani 1 1 d . . .
H12 H 0.3148 0.3284 1.1213 0.028 Uiso 1 1 calc R . .
C13 C 0.33040(6) 0.39567(6) 0.97394(14) 0.0223(3) Uani 1 1 d . . .
H13 H 0.2949 0.4207 0.9778 0.027 Uiso 1 1 calc R . .
C21 C 0.40867(6) 0.34983(5) 0.48804(13) 0.0180(2) Uani 1 1 d . . .
H21 H 0.4294 0.3192 0.4378 0.022 Uiso 1 1 calc R . .
C22 C 0.35460(6) 0.37855(6) 0.44271(13) 0.0214(3) Uani 1 1 d . . .
H22 H 0.3325 0.3713 0.3589 0.026 Uiso 1 1 calc R . .
C23 C 0.34047(6) 0.41913(5) 0.54479(13) 0.0189(2) Uani 1 1 d . . .
H23 H 0.3063 0.4459 0.5457 0.023 Uiso 1 1 calc R . .
Cl2 Cl 0.2500 0.521452(18) 0.7500 0.01766(10) Uani 1 2 d S . .
O1 O 0.23059(12) 0.24328(10) 0.6786(3) 0.0416(6) Uani 0.50 1 d PD A -1
H1a H 0.1998 0.2572 0.6362 0.062 Uiso 0.50 1 calc PR A -1
C1s C 0.2549(12) 0.28724(17) 0.7666(17) 0.076(3) Uani 0.50 1 d PD A -1
H1sa H 0.2937 0.3024 0.7275 0.114 Uiso 0.50 1 calc PR A -1
H1sb H 0.2627 0.2699 0.8587 0.114 Uiso 0.50 1 calc PR A -1
H1sc H 0.2253 0.3203 0.7752 0.114 Uiso 0.50 1 calc PR A -1
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'
Cl Cl 0.1484 0.1585 '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
N1 Fe1 Cl1 176.29(4) . .
N11 Fe1 Cl1 96.12(3) 11_655 .
N11 Fe1 Cl1 96.12(3) . .
N11 Fe1 N1 81.48(4) . .
N11 Fe1 N1 81.48(4) 11_655 .
N11 Fe1 N11 98.56(6) 11_655 .
N21 Fe1 Cl1 101.39(3) 11_655 .
N21 Fe1 Cl1 101.39(3) . .
N21 Fe1 N1 81.14(4) . .
N21 Fe1 N1 81.14(4) 11_655 .
N21 Fe1 N11 162.34(4) . 11_655
N21 Fe1 N11 81.90(4) 11_655 11_655
N21 Fe1 N11 162.34(4) 11_655 .
N21 Fe1 N11 81.90(4) . .
N21 Fe1 N21 92.37(6) . 11_655
C2 N1 Fe1 120.93(7) 11_655 .
C2 N1 Fe1 120.93(7) . .
C2 N1 C2 118.13(14) 11_655 .
N12 N11 Fe1 119.27(8) . .
C11 N11 Fe1 134.75(8) . .
C11 N11 N12 104.83(10) . .
N11 N12 C1 119.98(10) . .
C13 N12 N11 111.83(10) . .
C13 N12 C1 127.61(11) . .
N22 N21 Fe1 119.02(7) . .
C21 N21 Fe1 136.07(8) . .
C21 N21 N22 104.76(10) . .
N21 N22 C1 120.71(9) . .
C23 N22 N21 111.82(10) . .
C23 N22 C1 127.39(10) . .
N12 C1 H1 107.9 . .
N12 C1 C2 112.06(10) . .
N22 C1 N12 109.66(9) . .
N22 C1 H1 107.9 . .
N22 C1 C2 111.23(10) . .
C2 C1 H1 107.9 . .
N1 C2 C1 117.02(10) . .
N1 C2 C3 122.71(12) . .
C3 C2 C1 120.24(11) . .
C2 C3 H3 120.6 . .
C4 C3 C2 118.74(12) . .
C4 C3 H3 120.6 . .
C3 C4 C3 118.95(15) 11_655 .
C3 C4 H4 120.5 . .
C3 C4 H4 120.5 11_655 .
N11 C11 H11 124.4 . .
N11 C11 C12 111.15(11) . .
C12 C11 H11 124.4 . .
C11 C12 H12 127.3 . .
C13 C12 C11 105.36(11) . .
C13 C12 H12 127.3 . .
N12 C13 C12 106.82(11) . .
N12 C13 H13 126.6 . .
C12 C13 H13 126.6 . .
N21 C21 H21 124.4 . .
N21 C21 C22 111.12(11) . .
C22 C21 H21 124.4 . .
C21 C22 H22 127.3 . .
C23 C22 C21 105.42(11) . .
C23 C22 H22 127.3 . .
N22 C23 C22 106.87(11) . .
N22 C23 H23 126.6 . .
C22 C23 H23 126.6 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Fe1 Cl1 2.3137(6) .
Fe1 N1 2.2432(14) .
Fe1 N11 2.2049(11) 11_655
Fe1 N11 2.2050(11) .
Fe1 N21 2.1878(10) 11_655
Fe1 N21 2.1878(10) .
N1 C2 1.3407(14) 11_655
N1 C2 1.3407(14) .
N11 C11 1.3353(16) .
N12 N11 1.3600(14) .
N12 C1 1.4518(16) .
N12 C13 1.3557(16) .
N21 C21 1.3329(16) .
N22 N21 1.3622(13) .
N22 C1 1.4517(16) .
N22 C23 1.3526(16) .
C1 H1 1.0000 .
C2 C1 1.5148(17) .
C2 C3 1.3878(16) .
C3 H3 0.9500 .
C3 C4 1.3851(16) .
C4 C3 1.3851(16) 11_655
C4 H4 0.9500 .
C11 H11 0.9500 .
C12 C11 1.4027(18) .
C12 H12 0.9500 .
C13 C12 1.3714(19) .
C13 H13 0.9500 .
C21 H21 0.9500 .
C22 C21 1.4029(17) .
C22 H22 0.9500 .
C23 C22 1.3683(18) .
C23 H23 0.9500 .
O1 H1a 0.8400 .
O1 C1s 1.396(9) .
C1s H1sa 0.9800 .
C1s H1sb 0.9800 .
C1s H1sc 0.9800 .
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_4
Fe1 N1 C2 C1 -1.78(17) . .
Fe1 N1 C2 C3 -179.76(10) . .
Fe1 N11 C11 C12 -166.78(9) . .
Fe1 N21 C21 C22 175.22(9) . .
Cl1 Fe1 N1 C2 -90.15(12) . .
Cl1 Fe1 N1 C2 90.15(12) . 11_655
Cl1 Fe1 N11 N12 -140.22(8) . .
Cl1 Fe1 N11 C11 25.46(12) . .
Cl1 Fe1 N21 N22 135.20(8) . .
Cl1 Fe1 N21 C21 -39.52(12) . .
N1 Fe1 N11 N12 42.64(8) . .
N1 Fe1 N11 C11 -151.68(12) . .
N1 Fe1 N21 N22 -42.04(8) . .
N1 Fe1 N21 C21 143.25(12) . .
N1 C2 C1 N12 62.88(15) . .
N1 C2 C1 N22 -60.27(15) . .
N1 C2 C3 C4 0.1(2) . .
N11 Fe1 N1 C2 -40.13(11) . .
N11 Fe1 N1 C2 140.18(12) . 11_655
N11 Fe1 N1 C2 40.13(11) 11_655 11_655
N11 Fe1 N1 C2 -140.18(12) 11_655 .
N11 Fe1 N11 N12 122.62(7) 11_655 .
N11 Fe1 N11 C11 -71.70(12) 11_655 .
N11 Fe1 N21 N22 40.53(8) . .
N11 Fe1 N21 N22 -52.26(16) 11_655 .
N11 Fe1 N21 C21 -134.18(12) . .
N11 Fe1 N21 C21 133.03(13) 11_655 .
N11 N12 C1 N22 63.31(14) . .
N11 N12 C1 C2 -60.71(13) . .
N11 N12 C13 C12 0.58(14) . .
N12 N11 C11 C12 0.33(13) . .
N12 C13 C12 C11 -0.35(14) . .
N21 Fe1 N1 C2 -136.76(12) . 11_655
N21 Fe1 N1 C2 -42.94(11) 11_655 11_655
N21 Fe1 N1 C2 136.75(12) 11_655 .
N21 Fe1 N1 C2 42.94(11) . .
N21 Fe1 N11 N12 32.43(17) 11_655 .
N21 Fe1 N11 N12 -39.54(8) . .
N21 Fe1 N11 C11 -161.89(12) 11_655 .
N21 Fe1 N11 C11 126.14(12) . .
N21 Fe1 N21 N22 -122.69(7) 11_655 .
N21 Fe1 N21 C21 62.60(13) 11_655 .
N21 N22 C1 N12 -62.29(14) . .
N21 N22 C1 C2 62.22(14) . .
N21 N22 C23 C22 0.07(14) . .
N22 N21 C21 C22 0.00(13) . .
N22 C23 C22 C21 -0.06(14) . .
C1 N12 N11 Fe1 -2.96(13) . .
C1 N12 N11 C11 -172.49(10) . .
C1 N12 C13 C12 171.75(11) . .
C1 N22 N21 Fe1 0.62(14) . .
C1 N22 N21 C21 176.83(10) . .
C1 N22 C23 C22 -176.55(11) . .
C1 C2 C3 C4 -177.83(14) . .
C2 N1 C2 C1 177.92(9) 11_655 .
C2 N1 C2 C3 -0.1(2) 11_655 .
C2 C3 C4 C3 -0.1(3) . 11_655
C3 C2 C1 N12 -119.09(12) . .
C3 C2 C1 N22 117.76(12) . .
C13 N12 N11 Fe1 168.97(8) . .
C13 N12 N11 C11 -0.57(13) . .
C13 N12 C1 N22 -107.21(13) . .
C13 N12 C1 C2 128.76(13) . .
C13 C12 C11 N11 0.01(15) . .
C23 N22 N21 Fe1 -176.25(8) . .
C23 N22 N21 C21 -0.04(13) . .
C23 N22 C1 N12 114.05(13) . .
C23 N22 C1 C2 -121.43(13) . .
C23 C22 C21 N21 0.04(15) . .
