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_7129662
_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 H94 N4 Si4, 2(C2 H3 N)'
_chemical_formula_sum            'C108 H100 N6 Si4'
_chemical_formula_weight         1594.29
_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
_audit_creation_date             2021-03-21
_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                89.2370(10)
_cell_angle_beta                 71.1150(10)
_cell_angle_gamma                61.112(2)
_cell_formula_units_Z            1
_cell_length_a                   13.1696(2)
_cell_length_b                   13.5821(2)
_cell_length_c                   16.0892(2)
_cell_measurement_reflns_used    57971
_cell_measurement_temperature    100.00(10)
_cell_measurement_theta_max      76.9270
_cell_measurement_theta_min      2.9230
_cell_volume                     2348.33(8)
_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      100.00(10)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_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     27.00  53.00   0.50    0.08    --   50.00  78.00 144.72   52
  2  \w     26.00  52.00   0.50    0.08    --   50.00  80.00  72.56   52
  3  \w     25.00 120.00   0.50    0.08    --   47.95  77.00-120.00  190
  4  \w     97.00 124.00   0.50    0.32    --  107.75-141.00 -18.68   54
  5  \w     50.00 133.00   0.50    0.32    --  107.75-155.00 -10.00  166
  6  \w     47.00  73.00   0.50    0.32    --  107.75-141.00 -18.68   52
  7  \w     45.00  87.00   0.50    0.32    --  107.75-142.00 -95.30   84
  8  \w     92.00 124.00   0.50    0.32    --  107.75-142.00 -95.30   64
  9  \w     36.00 112.00   0.50    0.32    --  107.75-125.00-180.00  152
 10  \w     73.00 112.00   0.50    0.32    --  107.75-125.00-150.00   78
 11  \w     50.00 115.00   0.50    0.08    --   47.95-155.00 -10.00  130
 12  \w     87.00 112.00   0.50    0.32    --  107.75-125.00  60.00   50
 13  \w     36.00 112.00   0.50    0.32    --  107.75-125.00   0.00  152
 14  \w     77.00 102.00   0.50    0.32    --  107.75 -95.00   0.00   50
 15  \w     44.00  70.00   0.50    0.32    --  107.75-125.00  60.00   52
 16  \w     32.00  93.00   0.50    0.08    --   47.95-121.00 147.00  122
 17  \w     35.00  64.00   0.50    0.32    --  107.75 -95.00   0.00   58
 18  \w     55.00 109.00   0.50    0.32    --  107.75-125.00 120.00  108
 19  \w     35.00 109.00   0.50    0.32    --  107.75-121.00 147.00  148
 20  \w     35.00  60.00   0.50    0.32    --  107.75 -61.00 150.00   50
 21  \w     38.00  63.00   0.50    0.32    --  107.75 -77.00 -60.00   50
 22  \w     71.00 104.00   0.50    0.32    --  107.75 -77.00 -60.00   66
 23  \w     35.00 105.00   0.50    0.32    --  107.75 -77.00   0.00  140
 24  \w     53.00  84.00   0.50    0.32    --  107.75 -77.00-150.00   62
 25  \w     35.00 104.00   0.50    0.32    --  107.75 -77.00-180.00  138
 26  \w     35.00 103.00   0.50    0.32    --  107.75 -77.00-120.00  136
 27  \w     36.00  86.00   0.50    0.32    --  107.75 -77.00  30.00  100
 28  \w     98.00 178.00   0.50    0.32    --  107.75 121.00-129.00  160
 29  \w     75.00 162.00   0.50    0.32    --  107.75 155.00  28.00  174
 30  \w    137.00 172.00   0.50    0.32    --  107.75  30.00 150.00   70
 31  \w     35.00  61.00   0.50    0.08    --   58.00  78.00 146.75   52
 32  \w     38.00  64.00   0.50    0.08    --   62.00  80.00  86.48   52
 33  \w     46.00  76.00   0.50    0.08    --   70.00  79.00  84.79   60
 34  \w     43.00  69.00   0.50    0.08    --   66.00  77.00  52.15   52
 35  \w     42.00  68.00   0.50    0.08    --   66.00  79.00   0.22   52
 36  \w     35.00  60.00   0.50    0.08    --   58.00  77.00-116.00   50
 37  \w     89.00 115.00   0.50    0.32    --  107.75  77.00-180.00   52
 38  \w     85.00 130.00   0.50    0.32    --  107.75  77.00-150.00   90
 39  \w     88.00 177.00   0.50    0.32    --  107.75  77.00-120.00  178
 40  \w    142.00 168.00   0.50    0.32    --  107.75  77.00   0.00   52
 41  \w    129.00 177.00   0.50    0.32    --  107.75  77.00  30.00   96
 42  \w     86.00 128.00   0.50    0.32    --  107.75  77.00   0.00   84
 43  \w     86.00 112.00   0.50    0.32    --  107.75  77.00  30.00   52
 44  \w    125.00 151.00   0.50    0.32    --  107.75  77.00 120.00   52
 45  \w     85.00 170.00   0.50    0.32    --  107.75  77.00 150.00  170
 46  \w     89.00 114.00   0.50    0.32    --  107.75  77.00 120.00   50
 47  \w    143.00 169.00   0.50    0.32    --  107.75  77.00 -30.00   52
 48  \w     89.00 130.00   0.50    0.32    --  107.75  77.00 -60.00   82
 49  \w     85.00 148.00   0.50    0.32    --  107.75  77.00 -90.00  126
 50  \w    150.00 175.00   0.50    0.32    --  107.75  77.00 -90.00   50
 51  \w    141.00 176.00   0.50    0.32    --  107.75  77.00-150.00   70
 52  \w    136.00 161.00   0.50    0.32    --  107.75  77.00 -60.00   50
 53  \w     86.00 115.00   0.50    0.32    --  107.75  77.00 -30.00   58
 54  \w     49.00  76.00   0.50    0.08    --   70.00  74.00 -13.56   54
 55  \w     41.00  76.00   0.50    0.08    --   62.00  73.00 -18.79   70
 56  \w     91.00 173.00   0.50    0.32    --  107.75  72.00-161.74  164
 57  \w     93.00 139.00   0.50    0.32    --  107.75  61.00 -90.00   92
 58  \w     94.00 154.00   0.50    0.32    --  107.75  61.00 -30.00  120
 59  \w     93.00 177.00   0.50    0.32    --  107.75  61.00  60.00  168
 60  \w     88.00 150.00   0.50    0.32    --  107.75  77.00  60.00  124
 61  \w     97.00 178.00   0.50    0.32    --  107.75  61.00  90.00  162
 62  \w     94.00 150.00   0.50    0.32    --  107.75  61.00 150.00  112
 63  \w     36.00  62.00   0.50    0.08    --   58.00  76.00 177.46   52
 64  \w    124.00 177.00   0.50    0.32    --  107.75  61.00 120.00  106
 65  \w     91.00 116.00   0.50    0.32    --  107.75  61.00 120.00   50
 66  \w     92.00 178.00   0.50    0.32    --  107.75  61.00   0.00  172
 67  \w     91.00 160.00   0.50    0.32    --  107.75  61.00  30.00  138
 68  \w     95.00 129.00   0.50    0.32    --  107.75  30.00 150.00   68
 69  \w     91.00 175.00   0.50    0.32    --  107.75  61.00 -60.00  168
 70  \w     96.00 150.00   0.50    0.32    --  107.75  61.00-120.00  108
 71  \w     96.00 170.00   0.50    0.32    --  107.75  61.00-180.00  148
 72  \w    -25.00   7.00   0.50    0.08    --   10.00 103.00-177.25   64
 73  \w     -6.00  29.00   0.50    0.08    --   26.00  96.00-123.35   70
 74  \w      8.00  34.00   0.50    0.08    --   38.00  93.00-155.30   52
 75  \w    -14.00  28.00   0.50    0.08    --   18.00  97.00 -34.87   84
 76  \w     17.00  43.00   0.50    0.08    --   46.00  90.00 -81.03   52
 77  \w     17.00  43.00   0.50    0.08    --   46.00  90.00  -6.50   52
 78  \w      9.00  42.00   0.50    0.08    --   38.00  91.00  83.23   66
 79  \w   -107.00 -28.00   0.50    0.08    --  -47.95 155.00  28.00  158
 80  \w    -84.00 -13.00   0.50    0.32    --  -86.25 121.00-129.00  142
 81  \w    -84.00 -10.00   0.50    0.08    --  -47.95 121.00-129.00  148
 82  \w    -62.00 -34.00   0.50    0.08    --  -58.00 -80.00 -81.47   56
 83  \w    -73.00 -30.00   0.50    0.08    --  -54.00 -79.00-124.52   86
 84  \w   -121.00 -79.00   0.50    0.08    --  -54.00 -79.00-124.52   84
 85  \w   -111.00 -84.00   0.50    0.08    --  -58.00 -80.00 -81.47   54
 86  \w    -93.00 -62.00   0.50    0.32    --  -86.25 -80.00 -95.08   62
 87  \w    -90.00 -63.00   0.50    0.32    --  -86.25 -78.00 -69.13   54
 88  \w    -91.00 -63.00   0.50    0.32    --  -86.25 -77.00 -60.00   56
 89  \w   -111.00 -63.00   0.50    0.32    --  -86.25 -77.00-180.00   96
 90  \w    -92.00 -63.00   0.50    0.32    --  -86.25 -77.00-120.00   58
 91  \w    -73.00 -32.00   0.50    0.08    --  -54.00 -77.00 -34.81   82
 92  \w   -117.00 -63.00   0.50    0.32    --  -86.25 -77.00-150.00  108
 93  \w   -120.00 -25.00   0.50    0.08    --  -47.95 -77.00  60.00  190
 94  \w    -91.00 -65.00   0.50    0.32    --  -86.25 -77.00 150.00   52
 95  \w    -90.00 -64.00   0.50    0.32    --  -86.25 -79.00 135.04   52
 96  \w    -91.00 -65.00   0.50    0.32    --  -86.25 -77.00  90.00   52
 97  \w    -89.00 -63.00   0.50    0.32    --  -86.25 -77.00  60.00   52
 98  \w    -84.00 -59.00   0.50    0.32    --  -82.00 -76.00  95.46   50
 99  \w    -85.00 -59.00   0.50    0.32    --  -82.00 -76.00 -18.94   52
100  \w    -91.00 -39.00   0.50    0.08    --  -62.00 -76.00  10.02  104
101  \w   -111.00 -64.00   0.50    0.32    --  -86.25 -76.00  25.40   94
102  \w    -78.00 -52.00   0.50    0.32    --  -74.00 -75.00 101.72   52
103  \w   -122.00 -64.00   0.50    0.32    --  -86.25 -75.00   4.85  116
104  \w    -78.00 -52.00   0.50    0.32    --  -74.00 -75.00-119.21   52
105  \w   -155.00-129.00   0.50    0.32    --  -86.25 -77.00-150.00   52
106  \w   -122.00 -96.00   0.50    0.08    --  -54.00 -77.00 -34.81   52
107  \w    -97.00 -65.00   0.50    0.32    --  -86.25 -75.00 -26.96   64
108  \w    -78.00 -52.00   0.50    0.32    --  -74.00 -75.00-159.95   52
109  \w   -156.00-130.00   0.50    0.32    --  -86.25 -76.00  25.40   52
110  \w    -90.00 -64.00   0.50    0.32    --  -86.25 -75.00 117.75   52
111  \w    -77.00 -40.00   0.50    0.08    --  -62.00 -74.00 163.01   74
112  \w    -78.00 -52.00   0.50    0.32    --  -74.00 -74.00 155.18   52
113  \w    -80.00 -54.00   0.50    0.32    --  -74.00 -73.00 119.57   52
114  \w    -94.00 -64.00   0.50    0.32    --  -86.25 -75.00 159.01   60
115  \w   -144.00-118.00   0.50    0.32    --  -86.25 -75.00 159.01   52
116  \w    -94.00 -64.00   0.50    0.32    --  -86.00 -74.00  41.48   60
117  \w    -82.00 -53.00   0.50    0.32    --  -74.00 -73.00-100.94   58
118  \w    -80.00 -54.00   0.50    0.32    --  -74.00 -73.00-148.54   52
119  \w   -106.00 -66.00   0.50    0.32    --  -86.25 -73.00-163.67   80
120  \w   -154.00-112.00   0.50    0.32    --  -86.25 -73.00-163.67   84
121  \w   -139.00 -47.00   0.50    0.08    --  -66.00 -67.00 -81.12  184
122  \w    -99.00 -66.00   0.50    0.32    --  -86.25 -70.00 -49.42   66
123  \w   -122.00 -35.00   0.50    0.08    --  -47.95 -19.00  90.00  174
124  \w    -98.00 -65.00   0.50    0.32    --  -86.25 -72.00  63.00   66
125  \w    -93.00 -67.00   0.50    0.32    --  -86.25 -71.00  89.41   52
126  \w   -159.00 -76.00   0.50    0.32    --  -86.25-121.00 147.00  166
127  \w   -145.00 -53.00   0.50    0.32    --  -86.25-155.00 -10.00  184
128  \w   -120.00 -53.00   0.50    0.08    --  -47.95-155.00 -10.00  134
;
_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      0.0536239000
_diffrn_orient_matrix_UB_12      -0.0447934000
_diffrn_orient_matrix_UB_13      -0.1008996000
_diffrn_orient_matrix_UB_21      -0.0821345000
_diffrn_orient_matrix_UB_22      0.1207654000
_diffrn_orient_matrix_UB_23      -0.0155676000
_diffrn_orient_matrix_UB_31      0.1045279000
_diffrn_orient_matrix_UB_32      0.0265955000
_diffrn_orient_matrix_UB_33      -0.0115225000
_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  0.0446
_diffrn_reflns_av_unetI/netI     0.0192
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            89543
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_theta_full        67.071
_diffrn_reflns_theta_max         67.071
_diffrn_reflns_theta_min         2.947
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    0.966
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.560
_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            'clear dark purple'
_exptl_crystal_density_diffrn    1.127
_exptl_crystal_description       plate
_exptl_crystal_F_000             846
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.19
_exptl_crystal_size_min          0.05
_refine_diff_density_max         0.281
_refine_diff_density_min         -0.300
_refine_diff_density_rms         0.037
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.041
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     540
_refine_ls_number_reflns         8389
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.041
_refine_ls_R_factor_all          0.0357
_refine_ls_R_factor_gt           0.0338
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0377P)^2^+1.1534P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0859
_refine_ls_wR_factor_ref         0.0872
_reflns_Friedel_coverage         0.000
_reflns_number_gt                7859
_reflns_number_total             8389
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d1cc05542a2.cif
_cod_data_source_block           4
_cod_original_cell_volume        2348.33(7)
_cod_database_code               7129662
_shelx_shelxl_version_number     2018/3
_chemical_oxdiff_formula         'C11 H10 N O'
_chemical_oxdiff_usercomment     DGD0239
_shelx_estimated_absorpt_t_max   0.953
_shelx_estimated_absorpt_t_min   0.794
_reflns_odcompleteness_completeness 99.95
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Others
 Sof(H2)=1-FVAR(1)
 Sof(H1)=FVAR(1)
3.a Aromatic/amide H refined with riding coordinates:
 N1(H1), 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), N2(H2), 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)
3.b Idealised Me refined as rotating group:
 C141(H14A,H14B,H14C), C142(H14D,H14E,H14F), C143(H14G,H14H,H14I), C241(H24A,
 H24B,H24C), C242(H24D,H24E,H24F), C243(H24G,H24H,H24I), C2S(H2SA,H2SB,H2SC)
;
_shelx_res_checksum              45512
_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 1.166
_oxdiff_exptl_absorpt_empirical_full_min 0.887