#------------------------------------------------------------------------------
#$Date: 2016-03-23 15:16:56 +0200 (Wed, 23 Mar 2016) $
#$Revision: 179320 $
#$URL: svn://www.crystallography.net/cod/cif/4/32/17/4321734.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_4321734
loop_
_publ_author_name
'Mary K. Ellison'
'Charles E. Schulz'
'W. Robert Scheidt'
_publ_section_title
;
 Syntheses, Characterization, and Structural Studies of Several
 (Nitro)(nitrosyl)iron(III) Porphyrinates: [Fe(Porph)(NO2)(NO)]
;
_journal_name_full               'Inorganic Chemistry'
_journal_page_first              100
_journal_page_last               108
_journal_paper_doi               10.1021/ic981162n
_journal_volume                  38
_journal_year                    1999
_chemical_formula_sum            'C64 H64 Fe N10 O7'
_chemical_formula_weight         1141.10
_chemical_name_systematic
;
 ?
;
_space_group_IT_number           15
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-C 2yc'
_symmetry_space_group_name_H-M   'C 1 2/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL
_cell_angle_alpha                90.00
_cell_angle_beta                 90.971(6)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   16.1559(5)
_cell_length_b                   18.6920(8)
_cell_length_c                   19.7779(10)
_cell_measurement_reflns_used    250
_cell_measurement_temperature    130(2)
_cell_measurement_theta_max      20.5
_cell_measurement_theta_min      -20.5
_cell_volume                     5971.8(4)
_computing_cell_refinement       MADNES
_computing_data_collection       MADNES
_computing_data_reduction        'MADNES (Messerschmitt & Pflugrath, 1987)'
_computing_molecular_graphics    'ORTEP-III (Burnett, Johnson, 1996)'
_computing_publication_material  SHELXL-93
_computing_structure_refinement  'SHELXL-93 (Sheldrick, 1993)'
_computing_structure_solution    'SHELXS-86 (Sheldrick, 1990)'
_diffrn_ambient_temperature      130(2)
_diffrn_measurement_device       'Enraf-Nonius FAST area-detector'
_diffrn_measurement_method       'ellipsoid-mask fitting'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'rotating anode'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0547
_diffrn_reflns_av_sigmaI/netI    0.0348
_diffrn_reflns_limit_h_max       22
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_k_max       23
_diffrn_reflns_limit_k_min       -26
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_number            28431
_diffrn_reflns_theta_max         29.78
_diffrn_reflns_theta_min         2.63
_diffrn_standards_decay_%        'no measurable crystal decay'
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.314
_exptl_absorpt_correction_T_max  1.00
_exptl_absorpt_correction_T_min  0.84
_exptl_absorpt_correction_type   refdelf
_exptl_crystal_colour            'dark purple'
_exptl_crystal_density_diffrn    1.269
_exptl_crystal_density_meas      ?
_exptl_crystal_description       irregular
_exptl_crystal_F_000             2400
_exptl_crystal_size_max          0.53
_exptl_crystal_size_mid          0.40
_exptl_crystal_size_min          0.30
_refine_diff_density_max
;
1.372 (The closest atom is O(4) at a distance of 1.854 \%A)
;
_refine_diff_density_min         -0.439
_refine_diff_density_rms         0.064
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_all   1.030
_refine_ls_goodness_of_fit_obs   1.043
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     378
_refine_ls_number_reflns         7919
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.034
_refine_ls_restrained_S_obs      1.043
_refine_ls_R_factor_all          0.0582
_refine_ls_R_factor_obs          0.0469
_refine_ls_shift/esd_max         -0.001
_refine_ls_shift/esd_mean        0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0585P)²+9.6860P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_all         0.1270
_refine_ls_wR_factor_obs         0.1174
_reflns_number_observed          6703
_reflns_number_total             7923
_reflns_observed_criterion       >2sigma(I)
_cod_data_source_file            ic981162n_4.cif
_cod_data_source_block           sd:fepfno2no(3)
_cod_depositor_comments
;
The following automatic conversions were performed:

'_exptl_crystal_density_meas' value 'not measured' was changed to '?'
- the value is perceived as not measured.

Automatic conversion script
Id: cif_fix_values 3008 2015-01-20 13:52:24Z robertas 

The following automatic conversions were performed:

'_refine_ls_weighting_scheme' value 'calc
w=1/[\s^2^(Fo^2^)+(0.0585P)^2^+9.6860P] where P=(Fo^2^+2Fc^2^)/3' was
changed to 'calc'. New tag '_refine_ls_weighting_details' was
created. The value of the new tag was set to
'w=1/[\s^2^(Fo^2^)+(0.0585P)^2^+9.6860P] where P=(Fo^2^+2Fc^2^)/3'.

Automatic conversion script
Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas 
;
_cod_database_code               4321734
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -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_thermal_displace_type
_atom_site_occupancy
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_group
Fe1 Fe 0.5000 0.124786(15) 0.7500 0.01180(8) Uani 1 d S .
N(1) N 0.43508(8) 0.12995(6) 0.66291(6) 0.0138(2) Uani 1 d . .
N(2) N 0.60541(8) 0.13089(6) 0.69910(6) 0.0139(2) Uani 1 d . .
N(5) N 0.5000 0.03556(10) 0.7500 0.0156(3) Uani 1 d S .
N(6) N 0.5000 0.23190(10) 0.7500 0.0199(4) Uani 1 d S .
O(3) O 0.5000 -0.02502(10) 0.7500 0.0409(5) Uani 1 d S .
O(4) O 0.51078(11) 0.26430(7) 0.69696(8) 0.0417(4) Uani 1 d . .
C(m1) C 0.54965(9) 0.12878(7) 0.58225(7) 0.0153(3) Uani 1 d . .
C(m2) C 0.70667(9) 0.13317(8) 0.79349(8) 0.0156(3) Uani 1 d . .
C(a1) C 0.35046(9) 0.13207(8) 0.65497(7) 0.0158(3) Uani 1 d . .
C(a2) C 0.46652(9) 0.12999(8) 0.59862(7) 0.0154(3) Uani 1 d . .
C(a3) C 0.61342(9) 0.13133(7) 0.62991(7) 0.0151(3) Uani 1 d . .
C(a4) C 0.68459(9) 0.13427(7) 0.72527(8) 0.0152(3) Uani 1 d . .
C(b1) C 0.32873(10) 0.13455(9) 0.58419(8) 0.0209(3) Uani 1 d . .
H(b1) H 0.27430(10) 0.13656(9) 0.56534(8) 0.025 Uiso 1 calc R .
C(b2) C 0.39996(10) 0.13350(9) 0.54948(8) 0.0202(3) Uani 1 d . .
H(b2) H 0.40514(10) 0.13483(9) 0.50173(8) 0.024 Uiso 1 calc R .
C(b3) C 0.69944(10) 0.13679(9) 0.61290(8) 0.0199(3) Uani 1 d . .
H(b3) H 0.72134(10) 0.13847(9) 0.56865(8) 0.024 Uiso 1 calc R .
C(b4) C 0.74311(10) 0.13909(9) 0.67155(8) 0.0195(3) Uani 1 d . .
H(b4) H 0.80152(10) 0.14313(9) 0.67644(8) 0.023 Uiso 1 calc R .
C(1) C 0.57208(9) 0.12692(8) 0.50900(7) 0.0172(3) Uani 1 d . .
C(2) C 0.58459(10) 0.19049(8) 0.47315(8) 0.0192(3) Uani 1 d . .
C(3) C 0.60441(11) 0.18756(10) 0.40442(8) 0.0251(3) Uani 1 d . .
H(3) H 0.61231(11) 0.23042(10) 0.37952(8) 0.030 Uiso 1 calc R .
C(4) C 0.61235(12) 0.12196(11) 0.37332(9) 0.0294(4) Uani 1 d . .
H(4) H 0.62510(12) 0.12013(11) 0.32664(9) 0.035 Uiso 1 calc R .
C(5) C 0.60214(12) 0.05874(10) 0.40859(9) 0.0303(4) Uani 1 d . .
H(5) H 0.60871(12) 0.01394(10) 0.38663(9) 0.036 Uiso 1 calc R .
C(6) C 0.58214(11) 0.06170(9) 0.47655(8) 0.0243(3) Uani 1 d . .
H(6) H 0.57526(11) 0.01852(9) 0.50117(8) 0.029 Uiso 1 calc R .
N(3) N 0.57674(10) 0.25515(8) 0.50877(7) 0.0255(3) Uani 1 d . .
H(3a) H 0.55351(10) 0.25196(8) 0.54858(7) 0.031 Uiso 1 calc R .
C(7) C 0.60034(10) 0.32215(9) 0.48982(8) 0.0210(3) Uani 1 d . .
O(1) O 0.62659(8) 0.33514(7) 0.43401(6) 0.0295(3) Uani 1 d . .
C(8) C 0.59116(12) 0.37970(9) 0.54403(9) 0.0257(3) Uani 1 d . .
C(9) C 0.49981(13) 0.38417(11) 0.56412(11) 0.0355(4) Uani 1 d . .
H(9A) H 0.4923(2) 0.4243(6) 0.5953(7) 0.053 Uiso 1 calc R .
H(9B) H 0.4837(3) 0.3395(4) 0.5863(8) 0.053 Uiso 1 calc R .
H(9C) H 0.4652(2) 0.3916(9) 0.52356(15) 0.053 Uiso 1 calc R .
C(10) C 0.64603(14) 0.36213(11) 0.60516(11) 0.0363(4) Uani 1 d . .
H(10A) H 0.6421(8) 0.4007(4) 0.6385(4) 0.054 Uiso 1 calc R .
H(10B) H 0.7036(2) 0.3573(9) 0.5909(2) 0.054 Uiso 1 calc R .
H(10C) H 0.6277(7) 0.3171(5) 0.6254(5) 0.054 Uiso 1 calc R .
C(11) C 0.6175(2) 0.45127(11) 0.51373(13) 0.0452(6) Uani 1 d . .
H(11A) H 0.6105(11) 0.4893(2) 0.5473(4) 0.068 Uiso 1 calc R .
H(11B) H 0.5832(8) 0.4617(5) 0.4736(6) 0.068 Uiso 1 calc R .
H(11C) H 0.6758(4) 0.4487(4) 0.5009(9) 0.068 Uiso 1 calc R .
C(12) C 0.79725(9) 0.13089(9) 0.81115(8) 0.0187(3) Uani 1 d . .
C(13) C 0.84128(10) 0.19298(9) 0.82858(9) 0.0227(3) Uani 1 d . .
C(14) C 0.92607(11) 0.18862(11) 0.84345(10) 0.0320(4) Uani 1 d . .
H(14) H 0.95613(11) 0.23035(11) 0.85605(10) 0.038 Uiso 1 calc R .
C(15) C 0.96598(11) 0.12336(12) 0.83975(10) 0.0330(4) Uani 1 d . .
H(15) H 1.02366(11) 0.12066(12) 0.84956(10) 0.040 Uiso 1 calc R .
C(16) C 0.92330(11) 0.06216(11) 0.82205(10) 0.0310(4) Uani 1 d . .
H(16) H 0.95144(11) 0.01765(11) 0.81936(10) 0.037 Uiso 1 calc R .
C(17) C 0.83893(11) 0.06597(9) 0.80816(9) 0.0252(3) Uani 1 d . .
H(17) H 0.80933(11) 0.02371(9) 0.79647(9) 0.030 Uiso 1 calc R .
C(18) C 0.81931(11) 0.32200(10) 0.85549(9) 0.0276(4) Uani 1 d . .
N(4) N 0.79726(9) 0.25809(8) 0.82786(8) 0.0273(3) Uani 1 d . .
H(4A) H 0.74896(9) 0.25723(8) 0.80664(8) 0.033 Uiso 1 calc R .
C(19) C 0.75732(12) 0.38308(10) 0.84669(9) 0.0279(4) Uani 1 d . .
O(2) O 0.88433(10) 0.33078(9) 0.88645(9) 0.0494(4) Uani 1 d . .
C(20) C 0.6838(2) 0.36685(12) 0.80013(13) 0.0464(6) Uani 1 d . .
H(20A) H 0.6491(7) 0.4096(3) 0.7955(8) 0.070 Uiso 1 calc R .
H(20B) H 0.6512(7) 0.3278(7) 0.8193(5) 0.070 Uiso 1 calc R .
H(20C) H 0.7038(2) 0.3526(10) 0.7556(3) 0.070 Uiso 1 calc R .
C(21) C 0.8046(2) 0.44717(13) 0.81866(14) 0.0536(7) Uani 1 d . .
H(21A) H 0.7697(5) 0.4899(3) 0.8204(10) 0.080 Uiso 1 calc R .
H(21B) H 0.8195(12) 0.4376(5) 0.7717(4) 0.080 Uiso 1 calc R .
H(21C) H 0.8551(7) 0.4550(7) 0.8459(7) 0.080 Uiso 1 calc R .
C(22) C 0.7273(2) 0.40221(15) 0.91712(11) 0.0460(6) Uani 1 d . .
H(22A) H 0.6887(9) 0.4426(7) 0.9139(2) 0.069 Uiso 1 calc R .
H(22B) H 0.7747(2) 0.4155(10) 0.9460(3) 0.069 Uiso 1 calc R .
H(22C) H 0.6991(10) 0.3609(4) 0.9367(4) 0.069 Uiso 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'
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'
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
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N(5) Fe1 N(2) 93.28(4) . 2_656 ?
N(5) Fe1 N(2) 93.28(3) . . ?
N(2) Fe1 N(2) 173.45(7) 2_656 . ?
N(5) Fe1 N(6) 180.0 . . ?
N(2) Fe1 N(6) 86.72(4) 2_656 . ?
N(2) Fe1 N(6) 86.72(3) . . ?
N(5) Fe1 N(1) 92.76(3) . 2_656 ?
N(2) Fe1 N(1) 90.13(5) 2_656 2_656 ?
N(2) Fe1 N(1) 89.55(5) . 2_656 ?
N(6) Fe1 N(1) 87.24(4) . 2_656 ?
N(5) Fe1 N(1) 92.76(4) . . ?
N(2) Fe1 N(1) 89.55(5) 2_656 . ?
N(2) Fe1 N(1) 90.14(5) . . ?
N(6) Fe1 N(1) 87.24(4) . . ?
N(1) Fe1 N(1) 174.48(7) 2_656 . ?
C(a1) N(1) C(a2) 106.04(12) . . ?
C(a1) N(1) Fe1 127.22(10) . . ?
C(a2) N(1) Fe1 126.71(10) . . ?
C(a4) N(2) C(a3) 105.77(12) . . ?
C(a4) N(2) Fe1 127.58(10) . . ?
C(a3) N(2) Fe1 126.65(10) . . ?
O(3) N(5) Fe1 180.0 . . ?
O(4) N(6) O(4) 120.8(2) 2_656 . ?
O(4) N(6) Fe1 119.59(10) 2_656 . ?
O(4) N(6) Fe1 119.60(10) . . ?
C(a3) C(m1) C(a2) 123.53(14) . . ?
C(a3) C(m1) C(1) 117.97(13) . . ?
C(a2) C(m1) C(1) 118.46(13) . . ?
C(a1) C(m2) C(a4) 123.42(14) 2_656 . ?
C(a1) C(m2) C(12) 119.18(13) 2_656 . ?
C(a4) C(m2) C(12) 117.38(13) . . ?
N(1) C(a1) C(m2) 126.14(14) . 2_656 ?
N(1) C(a1) C(b1) 109.76(13) . . ?
C(m2) C(a1) C(b1) 124.08(14) 2_656 . ?
N(1) C(a2) C(m1) 126.10(14) . . ?
N(1) C(a2) C(b2) 109.92(13) . . ?
C(m1) C(a2) C(b2) 123.96(14) . . ?
N(2) C(a3) C(m1) 126.50(13) . . ?
N(2) C(a3) C(b3) 109.89(13) . . ?
C(m1) C(a3) C(b3) 123.59(14) . . ?
N(2) C(a4) C(m2) 125.96(13) . . ?
N(2) C(a4) C(b4) 110.15(13) . . ?
C(m2) C(a4) C(b4) 123.89(14) . . ?
C(b2) C(b1) C(a1) 107.35(14) . . ?
C(b1) C(b2) C(a2) 106.92(14) . . ?
C(b4) C(b3) C(a3) 107.13(13) . . ?
C(b3) C(b4) C(a4) 107.04(14) . . ?
C(6) C(1) C(2) 119.47(14) . . ?
C(6) C(1) C(m1) 119.92(14) . . ?
C(2) C(1) C(m1) 120.59(13) . . ?
C(1) C(2) C(3) 119.66(15) . . ?
C(1) C(2) N(3) 117.44(13) . . ?
C(3) C(2) N(3) 122.90(14) . . ?
C(4) C(3) C(2) 119.4(2) . . ?
C(3) C(4) C(5) 121.5(2) . . ?
C(4) C(5) C(6) 119.0(2) . . ?
C(1) C(6) C(5) 120.9(2) . . ?
C(7) N(3) C(2) 128.61(14) . . ?
O(1) C(7) N(3) 122.5(2) . . ?
O(1) C(7) C(8) 122.5(2) . . ?
N(3) C(7) C(8) 115.03(14) . . ?
C(10) C(8) C(7) 110.06(14) . . ?
C(10) C(8) C(11) 109.7(2) . . ?
C(7) C(8) C(11) 108.06(15) . . ?
C(10) C(8) C(9) 110.8(2) . . ?
C(7) C(8) C(9) 108.9(2) . . ?
C(11) C(8) C(9) 109.2(2) . . ?
C(17) C(12) C(13) 119.31(15) . . ?
C(17) C(12) C(m2) 119.12(14) . . ?
C(13) C(12) C(m2) 121.55(14) . . ?
C(14) C(13) C(12) 119.7(2) . . ?
C(14) C(13) N(4) 123.0(2) . . ?
C(12) C(13) N(4) 117.31(14) . . ?
C(15) C(14) C(13) 119.8(2) . . ?
C(16) C(15) C(14) 120.9(2) . . ?
C(15) C(16) C(17) 119.6(2) . . ?
C(16) C(17) C(12) 120.8(2) . . ?
O(2) C(18) N(4) 122.6(2) . . ?
O(2) C(18) C(19) 121.0(2) . . ?
N(4) C(18) C(19) 116.4(2) . . ?
C(18) N(4) C(13) 128.78(15) . . ?
C(20) C(19) C(22) 110.0(2) . . ?
C(20) C(19) C(18) 115.1(2) . . ?
C(22) C(19) C(18) 106.8(2) . . ?
C(20) C(19) C(21) 109.1(2) . . ?
C(22) C(19) C(21) 108.4(2) . . ?
C(18) C(19) C(21) 107.2(2) . . ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Fe1 N(5) 1.668(2) . ?
Fe1 N(2) 1.9961(12) 2_656 ?
Fe1 N(2) 1.9961(12) . ?
Fe1 N(6) 2.002(2) . ?
Fe1 N(1) 2.0037(12) 2_656 ?
Fe1 N(1) 2.0038(12) . ?
N(1) C(a1) 1.374(2) . ?
N(1) C(a2) 1.377(2) . ?
N(2) C(a4) 1.373(2) . ?
N(2) C(a3) 1.377(2) . ?
N(5) O(3) 1.132(3) . ?
N(6) O(4) 1.226(2) 2_656 ?
N(6) O(4) 1.226(2) . ?
C(m1) C(a3) 1.385(2) . ?
C(m1) C(a2) 1.387(2) . ?
C(m1) C(1) 1.500(2) . ?
C(m2) C(a1) 1.387(2) 2_656 ?
C(m2) C(a4) 1.390(2) . ?
C(m2) C(12) 1.499(2) . ?
C(a1) C(m2) 1.387(2) 2_656 ?
C(a1) C(b1) 1.438(2) . ?
C(a2) C(b2) 1.439(2) . ?
C(a3) C(b3) 1.439(2) . ?
C(a4) C(b4) 1.437(2) . ?
C(b1) C(b2) 1.350(2) . ?
C(b3) C(b4) 1.348(2) . ?
C(1) C(6) 1.389(2) . ?
C(1) C(2) 1.400(2) . ?
C(2) C(3) 1.403(2) . ?
C(2) N(3) 1.406(2) . ?
C(3) C(4) 1.379(3) . ?
C(4) C(5) 1.384(3) . ?
C(5) C(6) 1.389(2) . ?
N(3) C(7) 1.363(2) . ?
C(7) O(1) 1.214(2) . ?
C(7) C(8) 1.528(2) . ?
C(8) C(10) 1.523(3) . ?
C(8) C(11) 1.529(3) . ?
C(8) C(9) 1.537(3) . ?
C(12) C(17) 1.390(2) . ?
C(12) C(13) 1.401(2) . ?
C(13) C(14) 1.399(2) . ?
C(13) N(4) 1.410(2) . ?
C(14) C(15) 1.382(3) . ?
C(15) C(16) 1.378(3) . ?
C(16) C(17) 1.388(2) . ?
C(18) O(2) 1.218(2) . ?
C(18) N(4) 1.359(2) . ?
C(18) C(19) 1.527(3) . ?
C(19) C(20) 1.521(3) . ?
C(19) C(22) 1.525(3) . ?
C(19) C(21) 1.530(3) . ?
