N-Nitrosamine-{cis-Re[CO]2}(2+) cobalamin conjugates as mixed CO/NO-releasing molecules.
Santoro, Giuseppe; Beltrami, Ruben; Kottelat, Emmanuel; Blacque, Olivier; Bogdanova, Anna Yu; Zobi, Fabio; Dalton transactions (Cambridge, England : 2003) 45 (2016) 1504–1513; doi:10.1039/c5dt03402g

data_7037528
_publ_section_title
;
 N-Nitrosamine-{cis-Re[CO]2}(2+) cobalamin conjugates as mixed
 CO/NO-releasing molecules.
;
_journal_issue                   4
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              1504
_journal_page_last               1513
_journal_paper_doi               10.1039/c5dt03402g
_journal_volume                  45
_journal_year                    2016
_chemical_absolute_configuration ad
_chemical_formula_moiety         'C68 H95 Co N16 O15 P, 11(H2 O)'
_chemical_formula_sum            'C68 H117 Co N16 O26 P'
_chemical_formula_weight         1664.67
_space_group_crystal_system      orthorhombic
_space_group_IT_number           19
_space_group_name_Hall           'P 2ac 2ab'
_space_group_name_H-M_alt        'P 21 21 21'
_symmetry_space_group_name_Hall  'P 2ac 2ab'
_symmetry_space_group_name_H-M   'P 21 21 21'
_atom_sites_solution_hydrogens   geom
_audit_creation_date             2014-09-26
_audit_creation_method
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Olex2 1.2
(compiled 2014.09.19 svn.r3010 for OlexSys, GUI svn.r4874)
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_audit_update_record
;
2015-03-18 deposited with the CCDC.
2015-12-02 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   16.2518(4)
_cell_length_b                   21.2575(8)
_cell_length_c                   25.0707(10)
_cell_measurement_reflns_used    11620
_cell_measurement_temperature    183(1)
_cell_measurement_theta_max      32.8
_cell_measurement_theta_min      2.8
_cell_volume                     8661.2(5)
_computing_cell_refinement
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.20 (release 27-06-2012 CrysAlis171 .NET)
(compiled Jul 11 2012,15:38:31)
;
_computing_data_collection
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CrysAlisPro, Agilent Technologies,
Version 1.171.36.20 (release 27-06-2012 CrysAlis171 .NET)
(compiled Jul 11 2012,15:38:31)
;
_computing_data_reduction
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CrysAlisPro, Agilent Technologies,
Version 1.171.36.20 (release 27-06-2012 CrysAlis171 .NET)
(compiled Jul 11 2012,15:38:31)
;
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2008)'
_computing_structure_solution    'ShelXS97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      183(1)
_diffrn_detector_area_resol_mean 10.4498
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_details
;
  1 omega    1.00   85.00   1.0000   90.0000
omega____ theta____ kappa____ phi______ frames
    -       20.4350   43.0000  -44.0000 84

  2 omega   36.00   63.00   1.0000   90.0000
omega____ theta____ kappa____ phi______ frames
    -       20.4350   57.0000  -30.0000 27

  3 omega  -52.00   56.00   1.0000   90.0000
omega____ theta____ kappa____ phi______ frames
    -       20.4350  -19.0000  120.0000 108

  4 omega   -9.00   94.00   1.0000   90.0000
omega____ theta____ kappa____ phi______ frames
    -       20.4350   57.0000  120.0000 103

  5 omega  -55.00   16.00   1.0000   90.0000
omega____ theta____ kappa____ phi______ frames
    -       20.4350  -38.0000   30.0000 71
;
_diffrn_measurement_device_type  'Xcalibur, Ruby'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_UB_11      0.0119070000
_diffrn_orient_matrix_UB_12      0.0168082000
_diffrn_orient_matrix_UB_13      0.0232019000
_diffrn_orient_matrix_UB_21      -0.0200049000
_diffrn_orient_matrix_UB_22      -0.0227430000
_diffrn_orient_matrix_UB_23      0.0161273000
_diffrn_orient_matrix_UB_31      0.0369282000
_diffrn_orient_matrix_UB_32      -0.0177094000
_diffrn_orient_matrix_UB_33      0.0012837000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0894
_diffrn_reflns_av_unetI/netI     0.0911
_diffrn_reflns_laue_measured_fraction_full 0.998
_diffrn_reflns_laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_k_max       25
_diffrn_reflns_limit_k_min       -25
_diffrn_reflns_limit_l_max       30
_diffrn_reflns_limit_l_min       -30
_diffrn_reflns_number            72378
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         25.347
_diffrn_reflns_theta_min         2.804
_diffrn_source                   'Enhance (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    0.297
_exptl_absorpt_correction_T_max  0.974
_exptl_absorpt_correction_T_min  0.944
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_process_details
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CrysAlisPro, Agilent Technologies,
Version 1.171.36.20 (release 27-06-2012 CrysAlis171 .NET)
(compiled Jul 11 2012,15:38:31)
Analytical numeric absorption correction using a multifaceted crystal
model based on expressions derived by R.C. Clark & J.S. Reid.
(Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897)
;
_exptl_crystal_colour            red
_exptl_crystal_density_diffrn    1.277
_exptl_crystal_description       block
_exptl_crystal_F_000             3548
_exptl_crystal_size_max          0.33
_exptl_crystal_size_mid          0.23
_exptl_crystal_size_min          0.14
_refine_diff_density_max         0.681
_refine_diff_density_min         -0.781
_refine_diff_density_rms         0.097
_refine_ls_abs_structure_details
;
 Flack x determined using 3359 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.037(10)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.046
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     949
_refine_ls_number_reflns         15847
_refine_ls_number_restraints     483
_refine_ls_restrained_S_all      1.043
_refine_ls_R_factor_all          0.1458
_refine_ls_R_factor_gt           0.1037
_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^)+(0.2000P)^2^] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2782
_refine_ls_wR_factor_ref         0.3167
_reflns_Friedel_coverage         0.836
_reflns_friedel_fraction_full    0.999
_reflns_friedel_fraction_max     0.999
_reflns_number_gt                10116
_reflns_number_total             15847
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            c5dt03402g2.cif
_cod_data_source_block           1
_cod_depositor_comments
'Adding full bibliography for 7037528--7037529.cif.'
_cod_original_cell_volume        8661.3(5)
_cod_database_code               7037528
_shelxl_version_number           2014/6
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All C(H,H,H,H) groups, All N(H) groups,
  All N(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H) groups
2. Restrained distances
 C38-C39 \\sim C41-C42A \\sim C41-C42B
 with sigma of 0.005
 C39-N11 \\sim C42A-N12A \\sim C42B-N12B
 with sigma of 0.005
 C39-O4 \\sim C42A-O5A \\sim C42B-O5B
 with sigma of 0.005
3. Rigid bond restraints
 C38, N11, C39, O4
 with sigma for 1-2 distances of 0.005 and sigma for 1-3 distances of 0.005
4. Uiso/Uaniso restraints and constraints
C23 \\sim C29 \\sim C30 \\sim N10 \\sim O3: within 4A with sigma of 0.005 and
sigma for terminal atoms of 0.01
C22 \\sim C25 \\sim C26 \\sim C27 \\sim N9 \\sim O2: within 4A with sigma of
0.005 and sigma for terminal atoms of 0.01
O14 \\sim O15 \\sim C64 \\sim N15 \\sim N16 \\sim C65 \\sim C66 \\sim C67 \\sim
C68: within 4A with sigma of 0.005 and sigma for terminal atoms of 0.01
N12A \\sim O5A \\sim C42A \\sim N12B \\sim O5B \\sim C42B: within 3A with sigma
of 0.005 and sigma for terminal atoms of 0.01
C38 \\sim N11 \\sim C39 \\sim O4: within 3A with sigma of 0.005 and sigma for
terminal atoms of 0.01
N13 \\sim C51 \\sim O6: within 3A with sigma of 0.005 and sigma for terminal
atoms of 0.01
5. Others
 Sof(H41C)=Sof(H41D)=Sof(N12B)=Sof(H12C)=Sof(H12D)=Sof(O5B)=Sof(C42B)=1-FVAR(1)
 Sof(H41A)=Sof(H41B)=Sof(N12A)=Sof(H12A)=Sof(H12B)=Sof(O5A)=Sof(C42A)=FVAR(1)
6.a Ternary CH refined with riding coordinates:
 C12(H12), C22(H22), C34(H34), C44(H44), C45(H45), C57(H57), C59(H59),
 C60(H60), C61(H61), C62(H62)
6.b Secondary CH2 refined with riding coordinates:
 C15(H15A,H15B), C16(H16A,H16B), C25(H25A,H25B), C26(H26A,H26B), C29(H29A,
 H29B), C37(H37A,H37B), C38(H38A,H38B), C41(H41A,H41B), C41(H41C,H41D),
 C50(H50A,H50B), C53(H53A,H53B), C54(H54A,H54B), C56(H56A,H56B), C63(H63A,H63B),
  C65(H65A,H65B), C66(H66A,H66B), C67(H67A,H67B), C68(H68A,H68B)
6.c Me refined with riding coordinates:
 C9(H9A,H9B,H9C)
6.d Aromatic/amide H refined with riding coordinates:
 C2(H2), C4(H4), C7(H7), C20(H20), N14(H14)
6.e X=CH2 refined with riding coordinates:
 N12A(H12A,H12B), N12B(H12C,H12D), N8(H8A,H8B), N9(H9D,H9E), N10(H10D,H10E),
 N13(H13A,H13B), N11(H11A,H11B)
6.f Idealised Me refined as rotating group:
 C10(H10A,H10B,H10C), C18(H18A,H18B,H18C), C19(H19A,H19B,H19C), C28(H28A,H28B,
 H28C), C32(H32A,H32B,H32C), C40(H40A,H40B,H40C), C43(H43A,H43B,H43C), C49(H49A,
 H49B,H49C), C52(H52A,H52B,H52C), C58(H58A,H58B,H58C)
6.g Idealised tetrahedral OH refined as rotating group:
 O13(H13)
;
_shelx_res_checksum              28890
_shelx_hkl_checksum              65123
_shelx_fab_checksum              83576
_olex2_submission_special_instructions 'No special instructions were received'