#------------------------------------------------------------------------------
#$Date: 2017-10-13 14:42:48 +0300 (Fri, 13 Oct 2017) $
#$Revision: 201982 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/30/14/4301446.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_4301446
loop_
_publ_author_name
'Genevieve M. Halpenny'
'Pradip K. Mascharak'
_publ_contact_author_address
;
Department of Chemistry and Biochemistry,
University of California, Santa Cruz,
1156 High Street,
Santa Cruz, CA 95064
USA
;
_publ_contact_author_email       pradip@chemsitry.ucsc.edu
_publ_contact_author_fax         '+1 831 459 2935'
_publ_contact_author_name        'Pradip Mascharak'
_publ_contact_author_phone       '+1 831 459 4251'
_publ_section_title
;
Accelerated Photorelease of NO from {Ru-NO}6 Nitrosyls Containing
Carboxamido-N and Carboxylato-O Donors: Syntheses, Structures, and
Photochemistry
;
_journal_name_full               'Inorganic Chemistry'
_journal_page_first              1490
_journal_page_last               1497
_journal_paper_doi               10.1021/ic801748t
_journal_volume                  48
_journal_year                    2009
_chemical_absolute_configuration syn
_chemical_formula_moiety         'C15 H22 O3, H2 O'
_chemical_formula_sum            'C15 H24 O4'
_chemical_formula_weight         268.34
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           4
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  'P 2yb'
_symmetry_space_group_name_H-M   'P 1 21 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 96.5970(10)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   7.2266(5)
_cell_length_b                   6.4086(4)
_cell_length_c                   15.4198(10)
_cell_measurement_reflns_used    4004
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      30.96
_cell_measurement_theta_min      2.90
_cell_volume                     709.40(8)
_computing_cell_refinement       'Bruker SAINT v7.34A'
_computing_data_collection       'Bruker APEX-II v2.1-4'
_computing_data_reduction        'Bruker SAINT v7.34A'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      150(2)
_diffrn_detector_area_resol_mean 83.33
_diffrn_measured_fraction_theta_full 0.993
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measurement_device_type  'Bruker APEX-II'
_diffrn_measurement_method       ω/2θ-scans
_diffrn_radiation_monochromator  'channel-cut Si-<111> crystal'
_diffrn_radiation_source         synchrotron
_diffrn_radiation_type           synchrotron
_diffrn_radiation_wavelength     0.77490
_diffrn_reflns_av_R_equivalents  0.0253
_diffrn_reflns_av_sigmaI/netI    0.0304
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            9141
_diffrn_reflns_theta_full        31.19
_diffrn_reflns_theta_max         31.19
_diffrn_reflns_theta_min         2.90
_exptl_absorpt_coefficient_mu    0.107
_exptl_absorpt_correction_T_max  0.9968
_exptl_absorpt_correction_T_min  0.9820
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_process_details   'Sheldrick, 2008'
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.256
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             292
_exptl_crystal_size_max          0.17
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.03
_refine_diff_density_max         0.371
_refine_diff_density_min         -0.234
_refine_diff_density_rms         0.064
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.0(14)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.167
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     184
_refine_ls_number_reflns         3527
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.167
_refine_ls_R_factor_all          0.0597
_refine_ls_R_factor_gt           0.0569
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0699P)²+0.6535P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1699
_refine_ls_wR_factor_ref         0.1717
_reflns_number_gt                3337
_reflns_number_total             3527
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ic801748t_si_002_2.cif
_cod_data_source_block           xsc08025
_cod_original_sg_symbol_H-M      'P 21'
_cod_database_code               4301446
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z'
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_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O -0.1487(3) 0.4350(3) 0.21485(12) 0.0258(4) Uani 1 1 d . . .
O2 O -0.2638(3) 0.5730(4) -0.05124(13) 0.0314(5) Uani 1 1 d . . .
H2 H -0.364(6) 0.586(8) -0.056(3) 0.038 Uiso 1 1 d . . .
O3 O -0.2908(3) 0.7301(4) 0.07617(14) 0.0309(5) Uani 1 1 d . . .
C1 C -0.0517(4) 0.6779(5) 0.36178(16) 0.0253(6) Uani 1 1 d . . .
H1A H -0.0213 0.7966 0.4020 0.030 Uiso 1 1 calc R . .
H1B H -0.1871 0.6832 0.3426 0.030 Uiso 1 1 calc R . .
C2 C -0.0088(4) 0.4761(5) 0.41180(18) 0.0303(6) Uani 1 1 d . . .
H2A H -0.0615 0.3571 0.3762 0.036 Uiso 1 1 calc R . .
H2B H -0.0686 0.4792 0.4664 0.036 Uiso 1 1 calc R . .
C3 C 0.1998(4) 0.4449(5) 0.43384(18) 0.0294(6) Uani 1 1 d . . .
H3A H 0.2233 0.3065 0.4614 0.035 Uiso 1 1 calc R . .
H3B H 0.2495 0.5525 0.4763 0.035 Uiso 1 1 calc R . .
C4 C 0.3015(4) 0.4590(4) 0.35216(17) 0.0214(5) Uani 1 1 d . . .
H4A H 0.2455 0.3506 0.3104 0.026 Uiso 1 1 calc R . .
C5 C 0.2713(3) 0.6744(4) 0.30526(16) 0.0208(5) Uani 1 1 d . . .
C6 C 0.3687(4) 0.6817(5) 0.22086(17) 0.0248(5) Uani 1 1 d . . .
H6A H 0.3549 0.8237 0.1958 0.030 Uiso 1 1 calc R . .
H6B H 0.5034 0.6555 0.2364 0.030 Uiso 1 1 calc R . .
C7 C 0.2930(4) 0.5243(5) 0.15128(18) 0.0283(6) Uani 1 1 d . . .
H7A H 0.3547 0.5449 0.0978 0.034 Uiso 1 1 calc R . .
H7B H 0.3200 0.3807 0.1728 0.034 Uiso 1 1 calc R . .
C8 C 0.0862(4) 0.5529(4) 0.13044(17) 0.0229(5) Uani 1 1 d . . .
C9 C -0.0179(3) 0.5533(4) 0.20931(16) 0.0199(5) Uani 1 1 d . . .
C10 C 0.0533(4) 0.7063(4) 0.28170(16) 0.0205(5) Uani 1 1 d . . .
C11 C 0.0017(4) 0.5842(5) 0.04931(17) 0.0247(5) Uani 1 1 d . . .
H11A H 0.0750 0.5721 0.0022 0.030 Uiso 1 1 calc R . .
C12 C -0.1975(4) 0.6361(4) 0.02830(17) 0.0245(5) Uani 1 1 d . . .
C13 C 0.5085(4) 0.4009(5) 0.3754(2) 0.0281(6) Uani 1 1 d . . .
H13A H 0.5177 0.2657 0.4053 0.042 Uiso 1 1 calc R . .
H13B H 0.5703 0.5079 0.4139 0.042 Uiso 1 1 calc R . .
H13C H 0.5692 0.3922 0.3218 0.042 Uiso 1 1 calc R . .
C14 C 0.3555(4) 0.8526(5) 0.3638(2) 0.0285(6) Uani 1 1 d . . .
H14A H 0.4884 0.8261 0.3802 0.043 Uiso 1 1 calc R . .
H14B H 0.2919 0.8604 0.4165 0.043 Uiso 1 1 calc R . .
H14C H 0.3397 0.9849 0.3319 0.043 Uiso 1 1 calc R . .
C15 C 0.0052(4) 0.9251(4) 0.24318(18) 0.0270(6) Uani 1 1 d . . .
H15A H -0.1302 0.9383 0.2299 0.041 Uiso 1 1 calc R . .
H15B H 0.0642 0.9435 0.1895 0.041 Uiso 1 1 calc R . .
H15C H 0.0513 1.0320 0.2857 0.041 Uiso 1 1 calc R . .
O10 O -0.6199(4) 0.6486(5) -0.1009(2) 0.0462(7) Uani 1 1 d . . .
H10Y H -0.670(7) 0.741(9) -0.122(3) 0.055 Uiso 1 1 d . . .
H10Z H -0.667(7) 0.553(10) -0.100(3) 0.055 Uiso 1 1 d . . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C -0.0020 0.0020 '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'
O O -0.0042 0.0074 '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
C12 O2 H2 108(3) . . ?
C2 C1 C10 114.8(2) . . ?
C2 C1 H1A 108.6 . . ?
C10 C1 H1A 108.6 . . ?
C2 C1 H1B 108.6 . . ?
C10 C1 H1B 108.6 . . ?
H1A C1 H1B 107.6 . . ?
C1 C2 C3 111.4(2) . . ?
C1 C2 H2A 109.3 . . ?
C3 C2 H2A 109.3 . . ?
C1 C2 H2B 109.3 . . ?
C3 C2 H2B 109.3 . . ?
H2A C2 H2B 108.0 . . ?
C2 C3 C4 111.4(2) . . ?
C2 C3 H3A 109.3 . . ?
C4 C3 H3A 109.3 . . ?
C2 C3 H3B 109.3 . . ?
C4 C3 H3B 109.3 . . ?
H3A C3 H3B 108.0 . . ?
C3 C4 C13 109.8(2) . . ?
C3 C4 C5 112.2(2) . . ?
C13 C4 C5 113.6(2) . . ?
C3 C4 H4A 106.9 . . ?
C13 C4 H4A 106.9 . . ?
C5 C4 H4A 106.9 . . ?
C14 C5 C6 106.5(2) . . ?
C14 C5 C4 111.1(2) . . ?
C6 C5 C4 111.3(2) . . ?
C14 C5 C10 110.7(2) . . ?
C6 C5 C10 109.8(2) . . ?
C4 C5 C10 107.6(2) . . ?
C7 C6 C5 114.2(2) . . ?
C7 C6 H6A 108.7 . . ?
C5 C6 H6A 108.7 . . ?
C7 C6 H6B 108.7 . . ?
C5 C6 H6B 108.7 . . ?
H6A C6 H6B 107.6 . . ?
C8 C7 C6 109.7(2) . . ?
C8 C7 H7A 109.7 . . ?
C6 C7 H7A 109.7 . . ?
C8 C7 H7B 109.7 . . ?
C6 C7 H7B 109.7 . . ?
H7A C7 H7B 108.2 . . ?
C11 C8 C9 122.6(2) . . ?
C11 C8 C7 123.5(2) . . ?
C9 C8 C7 113.9(2) . . ?
O1 C9 C8 121.3(2) . . ?
O1 C9 C10 123.0(2) . . ?
C8 C9 C10 115.7(2) . . ?
C9 C10 C1 110.8(2) . . ?
C9 C10 C15 105.0(2) . . ?
C1 C10 C15 107.9(2) . . ?
C9 C10 C5 109.0(2) . . ?
C1 C10 C5 111.7(2) . . ?
C15 C10 C5 112.2(2) . . ?
C8 C11 C12 124.4(2) . . ?
C8 C11 H11A 117.8 . . ?
C12 C11 H11A 117.8 . . ?
O3 C12 O2 123.1(3) . . ?
O3 C12 C11 125.0(2) . . ?
O2 C12 C11 111.9(2) . . ?
C4 C13 H13A 109.5 . . ?
C4 C13 H13B 109.5 . . ?
H13A C13 H13B 109.5 . . ?
C4 C13 H13C 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
C5 C14 H14A 109.5 . . ?
C5 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
C5 C14 H14C 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C10 C15 H15A 109.5 . . ?
C10 C15 H15B 109.5 . . ?
H15A C15 H15B 109.5 . . ?
C10 C15 H15C 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
H10Y O10 H10Z 120(6) . . ?
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
O1 C9 1.223(3) . ?
O2 C12 1.327(3) . ?
O2 H2 0.73(4) . ?
O3 C12 1.215(4) . ?
C1 C2 1.519(4) . ?
C1 C10 1.533(3) . ?
C1 H1A 0.9900 . ?
C1 H1B 0.9900 . ?
C2 C3 1.520(4) . ?
C2 H2A 0.9900 . ?
C2 H2B 0.9900 . ?
C3 C4 1.532(4) . ?
C3 H3A 0.9900 . ?
C3 H3B 0.9900 . ?
C4 C13 1.544(3) . ?
C4 C5 1.562(4) . ?
C4 H4A 1.0000 . ?
C5 C14 1.537(4) . ?
C5 C6 1.550(3) . ?
C5 C10 1.589(3) . ?
C6 C7 1.527(4) . ?
C6 H6A 0.9900 . ?
C6 H6B 0.9900 . ?
C7 C8 1.504(4) . ?
C7 H7A 0.9900 . ?
C7 H7B 0.9900 . ?
C8 C11 1.343(4) . ?
C8 C9 1.501(3) . ?
C9 C10 1.530(3) . ?
C10 C15 1.546(4) . ?
C11 C12 1.476(4) . ?
C11 H11A 0.9500 . ?
C13 H13A 0.9800 . ?
C13 H13B 0.9800 . ?
C13 H13C 0.9800 . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C14 H14C 0.9800 . ?
C15 H15A 0.9800 . ?
C15 H15B 0.9800 . ?
C15 H15C 0.9800 . ?
O10 H10Y 0.75(6) . ?
O10 H10Z 0.71(6) . ?
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
O2 H2 O10 0.73(4) 1.94(4) 2.644(3) 164(4) .
O10 H10Y O1 0.75(6) 2.21(6) 2.928(3) 161(5) 2_455
O10 H10Z O3 0.71(6) 2.13(6) 2.795(4) 159(5) 2_445
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C10 C1 C2 C3 51.4(3) . . . . ?
C1 C2 C3 C4 -53.8(3) . . . . ?
C2 C3 C4 C13 -173.4(3) . . . . ?
C2 C3 C4 C5 59.3(3) . . . . ?
C3 C4 C5 C14 63.9(3) . . . . ?
C13 C4 C5 C14 -61.4(3) . . . . ?
C3 C4 C5 C6 -177.7(2) . . . . ?
C13 C4 C5 C6 57.0(3) . . . . ?
C3 C4 C5 C10 -57.4(3) . . . . ?
C13 C4 C5 C10 177.3(2) . . . . ?
C14 C5 C6 C7 -175.9(2) . . . . ?
C4 C5 C6 C7 62.9(3) . . . . ?
C10 C5 C6 C7 -56.0(3) . . . . ?
C5 C6 C7 C8 55.1(3) . . . . ?
C6 C7 C8 C11 125.7(3) . . . . ?
C6 C7 C8 C9 -51.7(3) . . . . ?
C11 C8 C9 O1 56.8(4) . . . . ?
C7 C8 C9 O1 -125.8(3) . . . . ?
C11 C8 C9 C10 -124.4(3) . . . . ?
C7 C8 C9 C10 52.9(3) . . . . ?
O1 C9 C10 C1 4.0(3) . . . . ?
C8 C9 C10 C1 -174.7(2) . . . . ?
O1 C9 C10 C15 -112.3(3) . . . . ?
C8 C9 C10 C15 69.1(3) . . . . ?
O1 C9 C10 C5 127.4(3) . . . . ?
C8 C9 C10 C5 -51.3(3) . . . . ?
C2 C1 C10 C9 69.9(3) . . . . ?
C2 C1 C10 C15 -175.7(2) . . . . ?
C2 C1 C10 C5 -51.9(3) . . . . ?
C14 C5 C10 C9 168.5(2) . . . . ?
C6 C5 C10 C9 51.3(3) . . . . ?
C4 C5 C10 C9 -69.9(2) . . . . ?
C14 C5 C10 C1 -68.6(3) . . . . ?
C6 C5 C10 C1 174.1(2) . . . . ?
C4 C5 C10 C1 52.9(3) . . . . ?
C14 C5 C10 C15 52.7(3) . . . . ?
C6 C5 C10 C15 -64.6(3) . . . . ?
C4 C5 C10 C15 174.2(2) . . . . ?
C9 C8 C11 C12 4.3(5) . . . . ?
C7 C8 C11 C12 -172.8(3) . . . . ?
C8 C11 C12 O3 28.9(5) . . . . ?
C8 C11 C12 O2 -153.0(3) . . . . ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 30660710
