#------------------------------------------------------------------------------
#$Date: 2016-03-21 10:25:19 +0200 (Mon, 21 Mar 2016) $
#$Revision: 178650 $
#$URL: svn://www.crystallography.net/cod/cif/4/07/61/4076172.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_4076172
loop_
_publ_author_name
'Pigge, F. Christopher'
'Coniglio, John J.'
'Rath, Nigam P.'
_publ_section_title
;
 Influence of Halide Ion and Lewis Acid in the Demetalation of a
 Spirolactam Cyclohexadienyl Ruthenium Complex
;
_journal_issue                   22
_journal_name_full               Organometallics
_journal_page_first              5424
_journal_paper_doi               10.1021/om050701a
_journal_volume                  24
_journal_year                    2005
_chemical_formula_sum            'C13 H17 N O3'
_chemical_formula_weight         235.28
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 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                 106.888(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   14.7669(5)
_cell_length_b                   6.7673(2)
_cell_length_c                   12.9333(4)
_cell_measurement_reflns_used    4541
_cell_measurement_temperature    203(2)
_cell_measurement_theta_max      25.2
_cell_measurement_theta_min      2.9
_cell_volume                     1236.71(7)
_computing_cell_refinement       'Bruker SMART'
_computing_data_collection       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker-SHELXTL (Sheldrick, 2000)'
_computing_publication_material  'Bruker-SHELXTL (Sheldrick, 2000)'
_computing_structure_refinement  'Bruker-SHELXTL (Sheldrick, 2000)'
_computing_structure_solution    'Bruker-SHELXTL (Sheldrick, 2000)'
_diffrn_ambient_temperature      203(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Bruker CCD'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'normal-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.09
_diffrn_reflns_av_sigmaI/netI    0.0567
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            19302
_diffrn_reflns_theta_full        24.99
_diffrn_reflns_theta_max         24.99
_diffrn_reflns_theta_min         1.44
_exptl_absorpt_coefficient_mu    0.090
_exptl_absorpt_correction_T_max  0.9858
_exptl_absorpt_correction_T_min  0.9753
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.264
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       rectangular
_exptl_crystal_F_000             504
_exptl_crystal_size_max          0.28
_exptl_crystal_size_mid          0.24
_exptl_crystal_size_min          0.16
_refine_diff_density_max         0.424
_refine_diff_density_min         -0.332
_refine_diff_density_rms         0.096
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.219
_refine_ls_hydrogen_treatment    noref
_refine_ls_matrix_type           full
_refine_ls_number_parameters     173
_refine_ls_number_reflns         2174
_refine_ls_number_restraints     36
_refine_ls_restrained_S_all      1.209
_refine_ls_R_factor_all          0.1400
_refine_ls_R_factor_gt           0.1198
_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)+(0.1419P)²+1.3334P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2871
_refine_ls_wR_factor_ref         0.3008
_reflns_number_gt                1778
_reflns_number_total             2174
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            om050701asi20050813_040852.cif
_cod_data_source_block           p15301_(cmpd7)
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to /home/saulius/struct/CIF-dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana 

The following automatic conversions were performed:

'_exptl_crystal_density_meas' value 'no' was changed to '?' - the
value is perceived as not measured.

Automatic conversion script
Id: cif_fix_values 3008 2015-01-20 13:52:24Z robertas 
;
_cod_original_sg_symbol_H-M      P2~1~/c
_cod_database_code               4076172
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'
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 0.4765(3) 0.4228(6) 0.3532(4) 0.0838(13) Uani 1 1 d . B .
O2 O 0.1312(2) 1.2547(5) 0.4232(3) 0.0580(10) Uani 1 1 d . B .
O3 O 0.1612(2) 0.8189(6) 0.1841(3) 0.0621(11) Uani 1 1 d . B .
N1 N 0.2640(3) 1.0936(5) 0.5184(3) 0.0469(10) Uani 1 1 d . B .
C1 C 0.2884(3) 0.8555(6) 0.3939(3) 0.0404(10) Uani 1 1 d . B .
C2 C 0.3632(3) 0.8963(7) 0.3356(4) 0.0520(13) Uani 1 1 d . . .
H2 H 0.3561 0.9910 0.2807 0.062 Uiso 1 1 calc R A 1
C3 C 0.4487(8) 0.7684(14) 0.3761(15) 0.049(3) Uani 0.62(2) 1 d PU B 1
H3A H 0.4798 0.7990 0.4522 0.059 Uiso 0.62(2) 1 calc PR B 1
H3B H 0.4935 0.7968 0.3351 0.059 Uiso 0.62(2) 1 calc PR B 1
C5 C 0.3308(8) 0.4996(16) 0.3750(13) 0.047(3) Uani 0.62(2) 1 d PU B 1
H5 H 0.3125 0.3661 0.3695 0.057 Uiso 0.62(2) 1 calc PR B 1
C3' C 0.4170(13) 0.736(3) 0.3143(19) 0.052(5) Uani 0.38(2) 1 d PU B 2
H3' H 0.4507 0.7542 0.2635 0.062 Uiso 0.38(2) 1 calc PR B 2
C5' C 0.3547(17) 0.518(3) 0.435(3) 0.061(5) Uani 0.38(2) 1 d PU B 2
H5'A H 0.3376 0.3785 0.4346 0.073 Uiso 0.38(2) 1 calc PR B 2
H5'B H 0.3864 0.5569 0.5101 0.073 Uiso 0.38(2) 1 calc PR B 2
C4 C 0.4226(3) 0.5501(7) 0.3650(4) 0.0509(12) Uani 1 1 d . . .
C6 C 0.2686(3) 0.6387(7) 0.3922(4) 0.0505(12) Uani 1 1 d . . .
H6 H 0.2116 0.5958 0.4033 0.061 Uiso 1 1 calc R B 1
C7 C 0.3202(4) 0.9250(9) 0.5125(4) 0.0717(17) Uani 1 1 d . . .
H7A H 0.3102 0.8201 0.5602 0.086 Uiso 1 1 calc R B .
H7B H 0.3875 0.9599 0.5342 0.086 Uiso 1 1 calc R . .
C8 C 0.2782(4) 1.2077(9) 0.6171(4) 0.0709(16) Uani 1 1 d . . .
H8A H 0.2420 1.3292 0.6011 0.106 Uiso 1 1 calc R B .
H8B H 0.3449 1.2390 0.6467 0.106 Uiso 1 1 calc R . .
H8C H 0.2573 1.1312 0.6693 0.106 Uiso 1 1 calc R . .
C9 C 0.1919(3) 1.1238(6) 0.4295(4) 0.0407(10) Uani 1 1 d . . .
C10 C 0.1995(3) 0.9804(6) 0.3464(4) 0.0405(10) Uani 1 1 d . B .
C11 C 0.1409(3) 0.9636(7) 0.2477(4) 0.0449(11) Uani 1 1 d . . .
C12 C 0.0551(3) 1.0888(8) 0.1995(4) 0.0608(14) Uani 1 1 d . B .
H12A H 0.0457 1.1785 0.2539 0.091 Uiso 1 1 calc R . .
H12B H 0.0000 1.0045 0.1738 0.091 Uiso 1 1 calc R . .
H12C H 0.0642 1.1643 0.1395 0.091 Uiso 1 1 calc R . .
C13 C 0.0981(3) 0.7768(11) 0.0806(5) 0.0790(19) Uani 1 1 d . . .
H13A H 0.0345 0.7616 0.0864 0.119 Uiso 1 1 calc R B .
H13B H 0.1175 0.6554 0.0531 0.119 Uiso 1 1 calc R . .
H13C H 0.0994 0.8845 0.0316 0.119 Uiso 1 1 calc R . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 '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'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 '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
C11 O3 C13 120.9(4)
C9 N1 C7 114.0(4)
C9 N1 C8 123.3(4)
C7 N1 C8 122.3(4)
C6 C1 C10 113.2(4)
C6 C1 C2 109.6(4)
C10 C1 C2 111.1(3)
C6 C1 C7 108.4(4)
C10 C1 C7 102.0(3)
C2 C1 C7 112.4(4)
C3' C2 C3 33.0(6)
C3' C2 C1 118.8(7)
C3 C2 C1 112.3(5)
C2 C3 C4 111.4(9)
C6 C5 C4 122.8(8)
C4 C3' C2 123.5(10)
C6 C5' C4 109.6(16)
O1 C4 C3' 121.8(7)
O1 C4 C5 120.8(6)
C3' C4 C5 108.9(8)
O1 C4 C3 123.0(5)
C3' C4 C3 32.6(6)
C5 C4 C3 116.1(6)
O1 C4 C5' 122.4(8)
C3' C4 C5' 115.8(10)
C5 C4 C5' 29.4(8)
C3 C4 C5' 105.5(9)
C5 C6 C5' 31.0(8)
C5 C6 C1 122.4(5)
C5' C6 C1 113.1(10)
N1 C7 C1 106.5(4)
O2 C9 N1 122.9(4)
O2 C9 C10 128.7(4)
N1 C9 C10 108.4(3)
C11 C10 C9 126.3(4)
C11 C10 C1 125.7(4)
C9 C10 C1 108.0(4)
C10 C11 O3 116.5(4)
C10 C11 C12 126.1(4)
O3 C11 C12 117.4(4)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
O1 C4 1.213(5)
O2 C9 1.246(5)
O3 C11 1.366(6)
O3 C13 1.420(6)
N1 C9 1.337(6)
N1 C7 1.426(6)
N1 C8 1.454(6)
C1 C6 1.495(6)
C1 C10 1.531(6)
C1 C2 1.532(6)
C1 C7 1.541(7)
C2 C3' 1.420(17)
C2 C3 1.494(11)
C3 C4 1.522(12)
C5 C6 1.378(11)
C5 C4 1.439(11)
C3' C4 1.408(17)
C5' C6 1.48(2)
C5' C4 1.55(2)
C9 C10 1.477(6)
C10 C11 1.323(6)
C11 C12 1.501(6)
