A water-soluble iron-porphyrin complex capable of rescuing CO-poisoned red blood cells
Droege, Daniel G.; Johnstone, Timothy C.; Chemical Communications  (2022) –; doi:10.1039/D1CC05542A

data_7129664
_publ_section_title
;
 A water-soluble iron-porphyrin complex capable of rescuing CO-poisoned
 red blood cells
;
_journal_name_full               'Chemical Communications'
_journal_paper_doi               10.1039/D1CC05542A
_journal_year                    2022
_chemical_formula_moiety
'C104.726 H92.726 Cl2.177 Fe N4 Na3 O18 S10, 6.274(C H Cl3)'
_chemical_formula_sum            'C111 H99 Cl21 Fe N4 Na3 O18 S10'
_chemical_formula_weight         2966.81
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
_audit_creation_date             2021-03-22
_audit_creation_method
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6272)
;
_audit_update_record
;
2021-04-02 deposited with the CCDC.	2022-01-28 downloaded from the CCDC.
;
_cell_angle_alpha                72.6450(10)
_cell_angle_beta                 80.2710(10)
_cell_angle_gamma                86.7770(10)
_cell_formula_units_Z            1
_cell_length_a                   14.03520(10)
_cell_length_b                   14.48810(10)
_cell_length_c                   16.95090(10)
_cell_measurement_reflns_used    54018
_cell_measurement_temperature    100.01(11)
_cell_measurement_theta_max      76.7020
_cell_measurement_theta_min      2.7430
_cell_volume                     3242.56(4)
_computing_cell_refinement       'CrysAlisPro 1.171.41.98a (Rigaku OD, 2021)'
_computing_data_collection       'CrysAlisPro 1.171.41.98a (Rigaku OD, 2021)'
_computing_data_reduction        'CrysAlisPro 1.171.41.98a (Rigaku OD, 2021)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.01(11)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  t~exp~   \w     \q     \k     \f   Frames
  1  \w    -83.00 -10.00   0.50    0.50    --  -47.70 121.00  -5.00  146
  2  \w    -86.00 -53.00   0.50    0.50    --  -47.70-156.00 114.00   66
  3  \w   -107.00 -30.00   0.50    0.50    --  -47.70 156.00 151.00  154
  4  \w     33.00  72.00   0.50    0.50    --   47.70-121.00 -88.00   78
  5  \w     79.00 110.00   0.50    0.50    --   47.70-156.00 114.00   62
  6  \w     74.00 117.00   0.50    0.50    --   47.70 156.00 151.00   86
  7  \w    -93.00 -68.00   0.50    2.00    --  -86.25 156.00 151.00   50
  8  \w    -74.00 -48.00   0.50    2.00    --  -86.25 121.00  -5.00   52
  9  \w   -142.00-117.00   0.50    2.00    --  -86.25-121.00 -88.00   50
 10  \w   -122.00 -97.00   0.50    2.00    --  -86.25-156.00 114.00   50
 11  \w     90.00 134.00   0.50    2.00    --  106.49 156.00 151.00   88
 12  \w    107.00 133.00   0.50    2.00    --  106.49-156.00 114.00   52
 13  \w    103.00 160.00   0.50    2.00    --  106.49 121.00  -5.00  114
 14  \w     76.00 108.00   0.50    2.00    --  106.49-121.00 -88.00   64
 15  \w    -22.00   5.00   0.50    0.50    --    6.00  90.00 -70.90   54
 16  \w     -7.00  19.00   0.50    0.50    --   18.00  82.00  90.07   52
 17  \w     -6.00  20.00   0.50    0.50    --   18.00  80.00 -89.80   52
 18  \w     -1.00  24.00   0.50    0.50    --   22.00  77.00-133.32   50
 19  \w      2.00  28.00   0.50    0.50    --   22.00  73.00 151.10   52
 20  \w    -31.00  -6.00   0.50    0.50    --  -26.00 -72.00 -51.86   50
 21  \w    -42.00 -17.00   0.50    0.50    --  -34.00 -64.00  79.57   50
 22  \w    -42.00 -17.00   0.50    0.50    --  -34.00 -64.00 -49.96   50
 23  \w    -49.00 -23.00   0.50    0.50    --  -38.00 -60.00-155.60   52
 24  \w    -48.00 -23.00   0.50    0.50    --  -38.00 -61.00  86.17   50
 25  \w    -47.00 -21.00   0.50    0.50    --  -38.00 -61.00 -40.23   52
 26  \w     22.00  47.00   0.50    0.50    --   38.00  61.00 121.30   50
 27  \w     22.00  47.00   0.50    0.50    --   38.00  60.00 -79.69   50
 28  \w    -53.00 -27.00   0.50    0.50    --  -42.00 -59.00-105.36   52
 29  \w    -53.00 -27.00   0.50    0.50    --  -42.00 -58.00 135.10   52
 30  \w    -63.00 -37.00   0.50    0.50    --  -50.00 -54.00-125.26   52
 31  \w   -120.00 -94.00   0.50    0.50    --  -50.00 -55.00  44.22   52
 32  \w   -116.00 -86.00   0.50    0.50    --  -50.00 -54.00-125.26   60
 33  \w    -63.00 -36.00   0.50    0.50    --  -50.00 -56.00 136.78   54
 34  \w    -75.00 -35.00   0.50    0.50    --  -50.00 -55.00  44.22   80
 35  \w    -68.00 -40.00   0.50    0.50    --  -54.00 -54.00   7.34   56
 36  \w    -99.00 -39.00   0.50    0.50    --  -54.00 -56.00 176.64  120
 37  \w    -74.00 -43.00   0.50    0.50    --  -58.00 -56.00-151.51   62
 38  \w    -86.00 -45.00   0.50    0.50    --  -58.00 -54.00  -3.50   82
 39  \w    -68.00 -43.00   0.50    0.50    --  -58.00 -56.00 -54.23   50
 40  \w    -77.00 -44.00   0.50    0.50    --  -58.00 -54.00 101.45   66
 41  \w     43.00  79.00   0.50    0.50    --   58.00  56.00 122.16   72
 42  \w    -85.00 -48.00   0.50    0.50    --  -62.00 -54.00 -89.67   74
 43  \w    -73.00 -47.00   0.50    0.50    --  -62.00 -55.00 -68.38   52
 44  \w    -74.00 -48.00   0.50    0.50    --  -62.00 -54.00-108.07   52
 45  \w    -78.00 -48.00   0.50    0.50    --  -62.00 -54.00 -26.62   60
 46  \w    -86.00 -56.00   0.50    2.00    --  -70.00 -54.00   0.04   60
 47  \w    -81.00 -55.00   0.50    2.00    --  -70.00 -56.00-111.66   52
 48  \w    -80.00 -55.00   0.50    2.00    --  -70.00 -55.00 100.00   50
 49  \w   -141.00-113.00   0.50    2.00    --  -70.00 -55.00 100.00   56
 50  \w    -86.00 -60.00   0.50    2.00    --  -74.00 -54.00 140.27   52
 51  \w    -85.00 -59.00   0.50    2.00    --  -74.00 -55.00-175.26   52
 52  \w    -85.00 -60.00   0.50    2.00    --  -74.00 -54.00 -26.11   50
 53  \w    -93.00 -60.00   0.50    2.00    --  -74.00 -54.00  85.33   66
 54  \w    -88.00 -63.00   0.50    2.00    --  -78.00 -56.00  43.97   50
 55  \w    -88.00 -63.00   0.50    2.00    --  -78.00 -56.00 -43.09   50
 56  \w    -88.00 -63.00   0.50    2.00    --  -78.00 -56.00 168.75   50
 57  \w    -90.00 -64.00   0.50    2.00    --  -78.00 -55.00-159.35   52
 58  \w    -89.00 -63.00   0.50    2.00    --  -78.00 -56.00 123.43   52
 59  \w   -136.00 -68.00   0.50    2.00    --  -82.00 -52.00 132.53  136
 60  \w   -102.00 -68.00   0.50    2.00    --  -82.00 -54.00  30.65   68
 61  \w    -96.00 -71.00   0.50    2.00    --  -86.00 -55.00   2.01   50
 62  \w   -150.00-124.00   0.50    2.00    --  -86.25 -55.00 111.12   52
 63  \w    -98.00 -72.00   0.50    2.00    --  -86.25 -55.00   9.94   52
 64  \w   -122.00 -72.00   0.50    2.00    --  -86.25 -55.00 -56.23  100
 65  \w    -98.00 -72.00   0.50    2.00    --  -86.25 -54.00 -30.00   52
 66  \w   -152.00-127.00   0.50    2.00    --  -86.25 -55.00 -56.23   50
 67  \w   -101.00 -72.00   0.50    2.00    --  -86.25 -55.00-126.99   58
 68  \w   -101.00 -73.00   0.50    2.00    --  -86.25 -53.00  81.67   56
 69  \w   -110.00 -72.00   0.50    2.00    --  -86.25 -54.00 -75.02   76
 70  \w   -106.00 -72.00   0.50    2.00    --  -86.25 -55.00-139.27   68
 71  \w    -99.00 -73.00   0.50    2.00    --  -86.25 -53.00  -9.82   52
 72  \w    -98.00 -72.00   0.50    2.00    --  -86.25 -53.00  52.37   52
 73  \w   -120.00 -76.00   0.50    2.00    --  -86.25 -56.00-157.27   88
 74  \w    -97.00 -72.00   0.50    2.00    --  -86.25 -54.00 -97.86   50
 75  \w    -97.00 -72.00   0.50    2.00    --  -86.25 -55.00 161.49   50
 76  \w    -97.00 -72.00   0.50    2.00    --  -86.25 -53.00  65.80   50
 77  \w   -146.00-102.00   0.50    2.00    --  -86.25 -54.00 -30.00   88
 78  \w    -99.00 -73.00   0.50    2.00    --  -86.25 -54.00  95.36   52
 79  \w    -99.00 -72.00   0.50    2.00    --  -86.25 -55.00-111.20   54
 80  \w   -109.00 -73.00   0.50    2.00    --  -86.25 -55.00 111.12   72
 81  \w     80.00 162.00   0.50    2.00    --   94.00  56.00   4.74  164
 82  \w     85.00 170.00   0.50    2.00    --   98.00  45.00  -7.80  170
 83  \w     91.00 178.00   0.50    2.00    --  106.49  61.00  60.00  174
 84  \w    141.00 177.00   0.50    2.00    --  106.49  61.00-120.00   72
 85  \w     78.00 111.00   0.50    2.00    --  106.49-125.00-180.00   66
 86  \w     92.00 119.00   0.50    2.00    --  106.49  61.00-120.00   54
 87  \w     34.00  74.00   0.50    2.00    --  106.49-125.00-180.00   80
 88  \w     35.00  72.00   0.50    2.00    --  106.49 -61.00  90.00   74
 89  \w    139.00 165.00   0.50    2.00    --  106.49  61.00 150.00   52
 90  \w     91.00 137.00   0.50    2.00    --  106.49  61.00 150.00   92
 91  \w     95.00 178.00   0.50    2.00    --  106.49 125.00 120.00  166
 92  \w     94.00 177.00   0.50    2.00    --  106.49  30.00 -60.00  166
 93  \w     93.00 178.00   0.50    2.00    --  106.49  61.00-150.00  170
 94  \w     98.00 178.00   0.50    2.00    --  106.49  45.00  90.00  160
 95  \w     35.00 105.00   0.50    2.00    --  106.49 -97.00  81.93  140
 96  \w     38.00  68.00   0.50    2.00    --  106.49 -61.00 -30.00   60
 97  \w     77.00 103.00   0.50    2.00    --  106.49 -77.00 150.00   52
 98  \w     34.00  74.00   0.50    2.00    --  106.49 -77.00 150.00   80
 99  \w    135.00 161.00   0.50    2.00    --  106.49  45.00 120.00   52
100  \w     53.00  88.00   0.50    2.00    --  106.49 -95.00  90.00   70
101  \w    153.00 178.00   0.50    2.00    --  106.49  61.00  30.00   50
102  \w     96.00 121.00   0.50    2.00    --  106.49  45.00 120.00   50
103  \w     93.00 144.00   0.50    2.00    --  106.49  61.00  30.00  102
104  \w    145.00 174.00   0.50    2.00    --  106.49  61.00 -60.00   58
105  \w     92.00 133.00   0.50    2.00    --  106.49  61.00 -60.00   82
106  \w    151.00 177.00   0.50    2.00    --  106.49  45.00-120.00   52
107  \w     43.00 101.00   0.50    2.00    --  106.49-125.00 -30.00  116
108  \w    100.00 148.00   0.50    2.00    --  106.49  45.00-120.00   96
109  \w     41.00  71.00   0.50    2.00    --  106.49 -61.00 150.00   60
110  \w    144.00 177.00   0.50    2.00    --  106.49  61.00 120.00   66
111  \w     97.00 123.00   0.50    2.00    --  106.49  61.00 120.00   52
112  \w     91.00 159.00   0.50    2.00    --  106.49  61.00-180.00  136
113  \w     35.00 105.00   0.50    2.00    --  106.49 -95.00-120.00  140
114  \w     34.00 108.00   0.50    2.00    --  106.49-125.00   0.00  148
115  \w     85.00 110.00   0.50    2.00    --  106.49-125.00-150.00   50
116  \w     36.00  65.00   0.50    2.00    --  106.49 -61.00-120.00   58
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, HyPix'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0550037000
_diffrn_orient_matrix_UB_12      0.0863787000
_diffrn_orient_matrix_UB_13      -0.0649362000
_diffrn_orient_matrix_UB_21      0.0102017000
_diffrn_orient_matrix_UB_22      0.0441180000
_diffrn_orient_matrix_UB_23      0.0703395000
_diffrn_orient_matrix_UB_31      0.0962982000
_diffrn_orient_matrix_UB_32      -0.0548065000
_diffrn_orient_matrix_UB_33      0.0118193000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0348
_diffrn_reflns_av_unetI/netI     0.0179
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            95102
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        67.078
_diffrn_reflns_theta_max         67.078
_diffrn_reflns_theta_min         2.767
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    7.043
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.610
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.41.98a (Rigaku Oxford Diffraction, 2021)
Numerical absorption correction based on gaussian integration over
a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            purple
_exptl_crystal_density_diffrn    1.519
_exptl_crystal_description       plate
_exptl_crystal_F_000             1513
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.08
_exptl_crystal_size_min          0.08
_refine_diff_density_max         1.183
_refine_diff_density_min         -0.904
_refine_diff_density_rms         0.088
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.037
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     831
_refine_ls_number_reflns         11584
_refine_ls_number_restraints     126
_refine_ls_restrained_S_all      1.040
_refine_ls_R_factor_all          0.0590
_refine_ls_R_factor_gt           0.0573
_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/[\s^2^(Fo^2^)+(0.0877P)^2^+7.2452P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1581
_refine_ls_wR_factor_ref         0.1595
_reflns_Friedel_coverage         0.000
_reflns_number_gt                10961
_reflns_number_total             11584
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d1cc05542a2.cif
_cod_data_source_block           6DMSO
_cod_database_code               7129664
_shelx_shelxl_version_number     2018/3
_chemical_oxdiff_formula         'Fe S4 Na4 C65 H70 N4 O13'
_chemical_oxdiff_usercomment     DGD0238
_shelx_estimated_absorpt_t_max   0.603
_shelx_estimated_absorpt_t_min   0.418
_reflns_odcompleteness_completeness 99.91
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All C(H,H,H,H,H,H) groups
2. Uiso/Uaniso restraints and constraints
C5SA \\sim Cl51 \\sim Cl52 \\sim Cl53 \\sim C5SB \\sim Cl5A \\sim Cl5B \\sim
Cl5C: within 2A with sigma of 0.04 and sigma for terminal atoms of 0.08 within
2A
3. Rigid body (RIGU) restrains
 C5SA, Cl51, Cl52, Cl53, C5SB, Cl5A, Cl5B, Cl5C
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
4. Same fragment restrains
{C5SA, Cl51, Cl52, Cl53} sigma for 1-2: 0.01, 1-3: 0.01
as in
{C5SB, Cl5A, Cl5B, Cl5C}
5. Others
 Sof(S1B)=Sof(H1BD)=Sof(H1BE)=Sof(H1BF)=Sof(H2BD)=Sof(H2BE)=Sof(H2BF)=1-FVAR(1)
 Sof(S1A)=Sof(H1AA)=Sof(H1AB)=Sof(H1AC)=Sof(H2AA)=Sof(H2AB)=Sof(H2AC)=FVAR(1)
 Sof(C5SB)=Sof(H5SB)=Sof(Cl5A)=Sof(Cl5B)=Sof(Cl5C)=1-FVAR(2)
 Sof(C5SA)=Sof(H5SA)=Sof(Cl51)=Sof(Cl52)=Sof(Cl53)=FVAR(2)
 Fixed Sof: C7S(0.5) H7S(0.5) Cl71(0.5) Cl72(0.5) Cl73(0.5)
6.a Ternary CH refined with riding coordinates:
 C4S(H4S), C5SA(H5SA), C5SB(H5SB), C6S(H6S), C7S(H7S)
6.b Aromatic/amide H refined with riding coordinates:
 C102(H102), C103(H103), C113(H113), C115(H115), C122(H122), C123(H123),
 C124(H124), C125(H125), C126(H126), C132(H132), C133(H133), C134(H134),
 C135(H135), C136(H136), C202(H202), C203(H203), C213(H213), C215(H215),
 C222(H222), C223(H223), C224(H224), C225(H225), C226(H226), C232(H232),
 C233(H233), C234(H234), C235(H235), C236(H236)
6.c Idealised Me refined as rotating group:
 C1(H1AA,H1AB,H1AC), C1(H1BD,H1BE,H1BF), C2(H2AA,H2AB,H2AC), C2(H2BD,H2BE,
 H2BF), C21S(H21A,H21B,H21C), C22S(H22A,H22B,H22C), C31S(H31A,H31B,H31C),
 C32S(H32A,H32B,H32C)
;
_shelx_res_checksum              48424
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.177
_oxdiff_exptl_absorpt_empirical_full_min 0.842