#------------------------------------------------------------------------------
#$Date: 2025-08-20 15:06:16 +0200 (Wed 20 de Aug de 2025) $
#$Revision: 301830 $
#$URL: svn://www.crystallography.net/cod/cif/4/07/71/4077183.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_4077183
loop_
_publ_author_name
'Le Maguères, P.'
'Lindeman, S. V.'
'Kochi, J. K.'
_publ_section_title
;
 Electron Redistribution of Aromatic Ligands in (Arene)Cr(CO)3Complexes.
 Structural (Bond-Length) Changes as Quantitative Measures
;
_journal_issue                   1
_journal_name_full               Organometallics
_journal_page_first              115
_journal_paper_doi               10.1021/om000658l
_journal_volume                  20
_journal_year                    2001
_chemical_compound_source        'chemical synthesis'
_chemical_formula_sum            'C16 H18'
_chemical_formula_weight         210.30
_chemical_name_common            DMA
_chemical_name_systematic
; 
 1,2,3,4,5,6,7,8-Octahydro-1,4:5,8-dimethanoanthracene 
;
_space_group_IT_number           15
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-C 2yc'
_symmetry_space_group_name_H-M   'C 1 2/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL
_cell_angle_alpha                90.00
_cell_angle_beta                 92.563(1)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   10.5037(6)
_cell_length_b                   5.5865(3)
_cell_length_c                   19.400(1)
_cell_measurement_reflns_used    184
_cell_measurement_temperature    123(2)
_cell_measurement_theta_max      36
_cell_measurement_theta_min      4
_cell_volume                     1137.23(11)
_computing_cell_refinement       'SAINT V4.050 (Siemens, 1989-95)'
_computing_data_collection       'SMART V4.050 (Siemens, 1989-95)'
_computing_data_reduction        'SAINT V4.050 (Siemens, 1989-95)'
_computing_molecular_graphics    'XP V5.06 (Siemens, 1996)'
_computing_publication_material  'SHELXL-93 & XCIF V5.05 (Siemens, 1996)'
_computing_structure_refinement  'SHELXL-93 (Sheldrick, 1993)'
_computing_structure_solution    'SHELXS-86 (Sheldrick, 1990)'
_diffrn_ambient_temperature      123(2)
_diffrn_measurement_device       'Siemens SMART'
_diffrn_measurement_method
;
ω-scan, frame range 0.3 deg, hemisphere
;
_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  0.0656
_diffrn_reflns_av_sigmaI/netI    0.0624
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       31
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            7207
_diffrn_reflns_theta_max         36.28
_diffrn_reflns_theta_min         2.10
_diffrn_standards_decay_%        0.3
_diffrn_standards_number         219
_exptl_absorpt_coefficient_mu    0.069
_exptl_absorpt_correction_T_max  0.963
_exptl_absorpt_correction_T_min  0.732
_exptl_absorpt_correction_type   'Semi-empirical (SADABS procedure)'
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.228
_exptl_crystal_density_method    none
_exptl_crystal_description       prism
_exptl_crystal_F_000             456
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.05
_refine_diff_density_max         0.797
_refine_diff_density_min         -0.490
_refine_diff_density_rms         0.095
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_all   1.148
_refine_ls_goodness_of_fit_obs   1.271
_refine_ls_hydrogen_treatment    refall
_refine_ls_matrix_type           full
_refine_ls_number_parameters     109
_refine_ls_number_reflns         2564
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.419
_refine_ls_restrained_S_obs      1.271
_refine_ls_R_factor_all          0.1439
_refine_ls_R_factor_obs          0.0973
_refine_ls_shift/esd_max         -0.007
_refine_ls_shift/esd_mean        0.001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0620P)²+5.0577P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_all         0.3029
_refine_ls_wR_factor_obs         0.2285
_reflns_number_observed          1773
_reflns_number_total             2594
_reflns_observed_criterion       >2sigma(I)
_cod_data_source_file            om000658l.cif
_cod_data_source_block           DMA
_cod_depositor_comments
;
The following automatic conversions were performed:

'_refine_ls_weighting_scheme' value 'calc
w=1/[\s^2^(Fo^2^)+(0.0620P)^2^+5.0577P] where P=(Fo^2^+2Fc^2^)/3' was
changed to 'calc'. New tag '_refine_ls_weighting_details' was
created. The value of the new tag was set to
'w=1/[\s^2^(Fo^2^)+(0.0620P)^2^+5.0577P] where P=(Fo^2^+2Fc^2^)/3'.

Automatic conversion script
Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas 
;
_cod_original_cell_volume        1137.2(1)
_cod_original_sg_symbol_H-M      C2/c
_cod_database_code               4077183
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
C1 0.0146(8) 0.0191(8) 0.0126(7) 0.0022(7) 0.0006(6) -0.0010(7)
C2 0.0190(8) 0.0121(7) 0.0098(7) 0.0009(6) -0.0011(6) -0.0019(7)
C3 0.0194(8) 0.0121(7) 0.0104(7) 0.0008(6) 0.0005(6) 0.0000(7)
C4 0.0298(11) 0.0189(9) 0.0120(8) -0.0020(7) 0.0016(7) 0.0084(8)
C5 0.0238(10) 0.0194(9) 0.0107(7) 0.0009(7) 0.0015(7) 0.0024(8)
C6 0.0244(10) 0.0192(9) 0.0119(8) 0.0010(7) -0.0017(7) -0.0009(8)
C7 0.0285(11) 0.0178(9) 0.0127(8) -0.0013(7) -0.0014(7) -0.0084(8)
C8 0.050(2) 0.0131(8) 0.0153(9) -0.0022(7) 0.0003(9) 0.0012(9)
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_thermal_displace_type
_atom_site_occupancy
_atom_site_calc_flag
C1 C 0.6140(2) 0.2489(4) 0.49987(10) 0.0155(4) Uani 1 d
H1A H 0.5223(25) 0.2454(49) 0.4995(14) 0.009(6) Uiso 1 d
C2 C 0.6790(2) 0.1252(3) 0.44997(9) 0.0137(3) Uani 1 d
C3 C 0.8135(2) 0.1262(4) 0.45020(10) 0.0140(3) Uani 1 d
C4 C 0.8494(2) -0.0130(4) 0.38709(10) 0.0202(4) Uani 1 d
H4A H 0.9403(28) -0.0690(53) 0.3866(15) 0.016(7) Uiso 1 d
C5 C 0.8106(2) 0.1438(4) 0.32304(10) 0.0179(4) Uani 1 d
H5A H 0.8495(27) 0.0690(51) 0.2796(14) 0.013(6) Uiso 1 d
H5B H 0.8544(27) 0.3103(53) 0.3272(15) 0.016(7) Uiso 1 d
C6 C 0.6621(2) 0.1432(4) 0.32271(10) 0.0186(4) Uani 1 d
H6A H 0.6234(29) 0.0706(56) 0.2796(16) 0.022(8) Uiso 1 d
H6B H 0.6258(32) 0.3177(64) 0.3282(18) 0.031(9) Uiso 1 d
C7 C 0.6341(2) -0.0152(4) 0.38670(11) 0.0197(4) Uani 1 d
H7A H 0.5429(33) -0.0613(63) 0.3869(17) 0.032(9) Uiso 1 d
C8 C 0.7421(3) -0.2019(4) 0.38324(12) 0.0261(5) Uani 1 d
H8A H 0.7451(31) -0.3139(65) 0.4240(18) 0.033(9) Uiso 1 d
H8B H 0.7420(30) -0.2896(62) 0.3370(16) 0.027(8) Uiso 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 0.0033 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'
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
C3 C1 C2 117.5(2) 7_656
C1 C2 C3 121.1(2) .
C1 C2 C7 132.5(2) .
C3 C2 C7 106.2(2) .
C1 C3 C2 121.3(2) 7_656
C1 C3 C4 132.3(2) 7_656
C2 C3 C4 106.3(2) .
C3 C4 C8 100.6(2) .
C3 C4 C5 106.9(2) .
C8 C4 C5 100.5(2) .
C6 C5 C4 103.1(2) .
C5 C6 C7 102.8(2) .
C2 C7 C8 100.5(2) .
C2 C7 C6 106.7(2) .
C8 C7 C6 100.6(2) .
C4 C8 C7 94.1(2) .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
C1 C3 1.392(3) 7_656
C1 C2 1.393(3) .
C2 C3 1.413(3) .
C2 C7 1.514(3) .
C3 C1 1.392(3) 7_656
C3 C4 1.512(3) .
C4 C8 1.543(4) .
C4 C5 1.559(3) .
C5 C6 1.559(3) .
C6 C7 1.563(3) .
C7 C8 1.545(4) .
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_4
C3 C1 C2 C3 0.1(3) 7_656 .
C3 C1 C2 C7 -175.9(2) 7_656 .
C1 C2 C3 C1 -0.1(3) . 7_656
C7 C2 C3 C1 176.9(2) . 7_656
C1 C2 C3 C4 -176.9(2) . .
C7 C2 C3 C4 0.1(2) . .
C1 C3 C4 C8 149.7(2) 7_656 .
C2 C3 C4 C8 -34.0(2) . .
C1 C3 C4 C5 -105.8(3) 7_656 .
C2 C3 C4 C5 70.5(2) . .
C3 C4 C5 C6 -68.2(2) . .
C8 C4 C5 C6 36.4(2) . .
C4 C5 C6 C7 -0.2(2) . .
C1 C2 C7 C8 -149.7(2) . .
C3 C2 C7 C8 33.8(2) . .
C1 C2 C7 C6 105.8(3) . .
C3 C2 C7 C6 -70.7(2) . .
C5 C6 C7 C2 68.4(2) . .
C5 C6 C7 C8 -36.0(2) . .
C3 C4 C8 C7 51.9(2) . .
C5 C4 C8 C7 -57.7(2) . .
C2 C7 C8 C4 -51.8(2) . .
C6 C7 C8 C4 57.6(2) . .
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 15070745
