NO sorption, in-crystal nitrite and nitrate production with arylamine oxidation in gas‒solid single crystal to single crystal reactions
Møller, Mads Sondrup; Haag, Alexander; McKee, Vickie; McKenzie, Christine J.; Chemical Communications  (2019) –; doi:10.1039/C9CC05315H

data_7124009
_publ_section_title
;
 NO sorption, in-crystal nitrite and nitrate production with arylamine
 oxidation in gas--solid single crystal to single crystal reactions
;
_journal_name_full               'Chemical Communications'
_journal_paper_doi               10.1039/C9CC05315H
_journal_year                    2019
_chemical_formula_moiety
'C80 H81.6 Co4 N15 O11.4, 6(N O3), [+ 2NO, 2NO2, 2H2O (squeezed)]'
_chemical_formula_sum            'C80 H83.6 Co4 N25 O36.4'
_chemical_formula_weight         2213.43
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
_audit_creation_date             2019-05-31
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_audit_update_record
;
2019-05-31 deposited with the CCDC.    2019-08-15 downloaded from the CCDC.
;
_cell_angle_alpha                93.154(3)
_cell_angle_beta                 98.663(4)
_cell_angle_gamma                90.411(4)
_cell_formula_units_Z            1
_cell_length_a                   10.2477(6)
_cell_length_b                   11.0788(5)
_cell_length_c                   20.5444(8)
_cell_measurement_reflns_used    5826
_cell_measurement_temperature    100.00(10)
_cell_measurement_theta_max      75.5330
_cell_measurement_theta_min      5.6770
_cell_volume                     2302.07(19)
_computing_cell_refinement       'CrysAlisPro 1.171.39.27b (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.39.27b (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.39.27b (Rigaku OD, 2015)'
_computing_molecular_graphics    'Mercury (Macrae at al., 2008)'
_computing_publication_material
'Olex2 (Dolomanov et al. 2009), PublCIF (Westrip, 2010)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2015a)'
_computing_structure_solution    'SHELXT (Sheldrick 2015)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.2923
_diffrn_detector_type            AtlasS2
_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    -11.00  61.00   1.00    4.11    --    0.00  38.00-120.00   72
  2  \w     13.00  41.00   1.00    4.11    --    0.00  38.00 -90.00   28
  3  \w    -65.00  11.00   1.00    4.11    --    0.00 -38.00  60.00   76
  4  \w    -65.00 -10.00   1.00    4.11    --    0.00 -38.00 -60.00   55
  5  \w     39.00  70.00   1.00   16.42    --  101.75 -19.00  90.00   31
  6  \w     45.00  94.00   1.00   16.42    --  101.75 -57.00  90.00   49
  7  \w     75.00 104.00   1.00   16.42    --  101.75 -99.00 120.00   29
  8  \w     45.00 110.00   1.00   16.42    --  101.75 -99.00   0.00   65
  9  \w     40.00  95.00   1.00   16.42    --  101.75 -57.00-120.00   55
 10  \w    126.00 167.00   1.00   16.42    --  101.75   0.00-150.00   41
 11  \w     92.00 162.00   1.00   16.42    --  101.75  38.00-120.00   70
 12  \w     91.00 141.00   1.00   16.42    --  101.75  38.00   0.00   50
 13  \w     37.00  66.00   1.00   16.42    --  101.75 -38.00   0.00   29
 14  \w     37.00  65.00   1.00   16.42    --  101.75 -38.00 -30.00   28
 15  \w     34.00 113.00   1.00   16.42    --  101.75 -77.00  30.00   79
 16  \w     36.00  62.00   1.00   16.42    --  101.75-125.00 120.00   26
 17  \w     33.00  64.00   1.00   16.42    --  101.75 -99.00 120.00   31
 18  \w     35.00  94.00   1.00   16.42    --  101.75 -57.00 150.00   59
 19  \w     32.00 111.00   1.00   16.42    --  101.75 -99.00 -90.00   79
 20  \w     76.00 121.00   1.00   16.42    --  101.75-125.00-120.00   45
 21  \w     32.00  57.00   1.00   16.42    --  101.75 -19.00-120.00   25
 22  \w     31.00  98.00   1.00   16.42    --  101.75   0.00-150.00   67
 23  \w     37.00  66.00   1.00   16.42    --  101.75 -38.00 -90.00   29
 24  \w    -68.00 -40.00   1.00   16.42    --  -80.25 125.00-120.00   28
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, AtlasS2'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0563192000
_diffrn_orient_matrix_UB_12      -0.0590003000
_diffrn_orient_matrix_UB_13      -0.0592838000
_diffrn_orient_matrix_UB_21      0.0450908000
_diffrn_orient_matrix_UB_22      0.1252869000
_diffrn_orient_matrix_UB_23      -0.0178907000
_diffrn_orient_matrix_UB_31      0.1338849000
_diffrn_orient_matrix_UB_32      -0.0148982000
_diffrn_orient_matrix_UB_33      0.0440170000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0443
_diffrn_reflns_av_unetI/netI     0.0597
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_number            17673
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        66.598
_diffrn_reflns_theta_max         66.597
_diffrn_reflns_theta_min         3.997
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    6.439
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.312
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details
'CrysAlisPro 1.171.39.27b (Rigaku Oxford Diffraction, 2015) 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            brown
_exptl_crystal_density_diffrn    1.597
_exptl_crystal_description       irregular
_exptl_crystal_F_000             1138
_exptl_crystal_size_max          0.322
_exptl_crystal_size_mid          0.121
_exptl_crystal_size_min          0.06
_refine_diff_density_max         0.847
_refine_diff_density_min         -0.428
_refine_diff_density_rms         0.088
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.019
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     625
_refine_ls_number_reflns         8112
_refine_ls_number_restraints     698
_refine_ls_restrained_S_all      0.989
_refine_ls_R_factor_all          0.0964
_refine_ls_R_factor_gt           0.0751
_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^)+(0.1158P)^2^+3.4584P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1959
_refine_ls_wR_factor_ref         0.2097
_reflns_Friedel_coverage         0.000
_reflns_number_gt                6013
_reflns_number_total             8112
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            c9cc05315h2.cif
_cod_data_source_block           9a(exp_271_sq)
_cod_original_formula_sum        'C80 H83.60 Co4 N25 O36.40'
_cod_database_code               7124009
_shelx_shelxl_version_number     2018/3
_chemical_oxdiff_formula         C72H78N14O6F24P4Co4
_reflns_odcompleteness_completeness 99.84
_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 C(H,H) groups, All N(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Shared sites
{C40, C40A, C40B}
{N8, N8A}
3. Uiso/Uaniso restraints and constraints
Uanis(C40) = Uanis(C40A) = Uanis(C40B)
Uanis(N8) = Uanis(N8A)
4. Rigid body (RIGU) restrains
 All non-hydrogen atoms
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
5. Same fragment restrains
{C40, N8, O7, O6} sigma for 1-2: 0.02, 1-3: 0.04
as
{C40, N8, O6, O7}
{N11, O12, O13, O11} sigma for 1-2: 0.02, 1-3: 0.04
{N21, O21, O22, O23} sigma for 1-2: 0.02, 1-3: 0.04
{N31, O31, O32, O33} sigma for 1-2: 0.02, 1-3: 0.04
as
{N11, O11, O12, O13}
6. Others
 Fixed Sof: C40(0.35) N8(0.35) O6(0.35) O7(0.35) C40A(0.15) N8A(0.15)
 H8AA(0.15) H8AB(0.15) C40B(0.5) H40B(0.5)
7.a Secondary CH2 refined with riding coordinates:
 C6(H6A,H6B), C7(H7A,H7B), C13(H13A,H13B), C24(H24A,H24B), C30(H30A,H30B),
 C31(H31A,H31B)
7.b Aromatic/amide H refined with riding coordinates:
 C1(H1), C2(H2), C3(H3), C4(H4), C9(H9), C10(H10), C11(H11), C12(H12),
 C15(H15), C21(H21), C25(H25), C26(H26), C27(H27), C28(H28), C33(H33), C34(H34),
  C35(H35), C36(H36), C39(H39), C40B(H40B)
7.c X=CH2 refined with riding coordinates:
 N8A(H8AA,H8AB)
7.d Idealised Me refined as rotating group:
 C18(H18A,H18B,H18C), C19(H19A,H19B,H19C), C20(H20A,H20B,H20C)
;
_shelx_res_checksum              4728
_shelx_fab_checksum              88973
_platon_squeeze_void_probe_radius 1.20
_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
- Detector area scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.464
_oxdiff_exptl_absorpt_empirical_full_min 0.666