#------------------------------------------------------------------------------
#$Date: 2016-02-16 03:10:39 +0200 (Tue, 16 Feb 2016) $
#$Revision: 176453 $
#$URL: svn://www.crystallography.net/cod/cif/7/11/03/7110399.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/. The original data for this entry
# were provided the Crystal Eye server at
# http://wwmm.ch.cam.ac.uk/crystaleye/, created by Nick Day at the
# Peter Murray-Rust laboratory.
#
# The file may be used within the scientific community so long as
# proper attribution is given to the journal article from which the
# data were obtained.
#
data_7110399
loop_
_publ_author_name
'Arai, Shigeru'
'Shirai, Yoshiki'
'Shioiri, Takayuki'
'Ishida, Toshimasa'
_publ_section_title
;
 Phase-transfer catalyzed asymmetric Darzens reaction of cyclic α-chloro
 ketones
;
_journal_issue                   1
_journal_name_full               'Chemical Communications'
_journal_page_first              49
_journal_paper_doi               10.1039/a808321e
_journal_year                    1999
_chemical_formula_moiety         'C15 H18 O3 '
_chemical_formula_sum            'C15 H18 O3'
_chemical_formula_weight         246.31
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_Int_Tables_number      14
_symmetry_space_group_name_Hall  '-P 2yab'
_symmetry_space_group_name_H-M   'P 1 21/a 1'
_audit_creation_date             'Fri Jul 25 12:49:17 1997'
_audit_creation_method           'from TEXRAY.INF file'
_cell_angle_alpha                90
_cell_angle_beta                 112.71(3)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   9.919(4)
_cell_length_b                   12.587(5)
_cell_length_c                   11.624(5)
_cell_measurement_reflns_used    24
_cell_measurement_temperature    293.2
_cell_measurement_theta_max      24.9
_cell_measurement_theta_min      24.1
_cell_volume                     1338.7(10)
_computing_cell_refinement       'MSC/AFC Diffractometer Control'
_computing_data_collection       'MSC/AFC Diffractometer Control'
_computing_data_reduction        teXsan
_computing_publication_material  teXsan
_computing_structure_refinement  SHELXL97
_diffrn_ambient_temperature      293.2
_diffrn_measurement_device_type  'Rigaku AFC5R'
_diffrn_measurement_method       ω-2θ
_diffrn_orient_matrix_UB_11      -0.09322
_diffrn_orient_matrix_UB_12      0.00881
_diffrn_orient_matrix_UB_13      0.01318
_diffrn_orient_matrix_UB_21      -0.05673
_diffrn_orient_matrix_UB_22      -0.00612
_diffrn_orient_matrix_UB_23      -0.09192
_diffrn_orient_matrix_UB_31      -0.00603
_diffrn_orient_matrix_UB_32      -0.07872
_diffrn_orient_matrix_UB_33      0.00862
_diffrn_radiation_detector       'scintillation counter'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'Rigaku rotating anode'
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.5418
_diffrn_reflns_av_R_equivalents  0.073
_diffrn_reflns_av_sigmaI/netI    0.019
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       0
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            2441
_diffrn_reflns_reduction_process 'Lp corrections applied'
_diffrn_reflns_theta_max         65.25
_diffrn_standards_decay_%        -0.42
_diffrn_standards_interval_count 100
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    0.680
_exptl_absorpt_correction_T_max  0.999
_exptl_absorpt_correction_T_min  0.835
_exptl_absorpt_correction_type   psi-scan
_exptl_absorpt_process_details   '(North, Phillips & Mathews, 1968)'
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.222
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prismatic
_exptl_crystal_F_000             528.00
_exptl_crystal_size_max          0.800
_exptl_crystal_size_mid          0.600
_exptl_crystal_size_min          0.200
_refine_diff_density_max         0.27
_refine_diff_density_min         -0.20
_refine_diff_density_rms         0.06
_refine_ls_extinction_coef       0.0046
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   0.933
_refine_ls_hydrogen_treatment    noref
_refine_ls_matrix_type           full
_refine_ls_number_parameters     164
_refine_ls_number_reflns         1878
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.933
_refine_ls_R_factor_all          0.0635
_refine_ls_R_factor_gt           0.0523
_refine_ls_shift/su_max          -0.0620
_refine_ls_shift/su_mean         0.0150
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w = 1/[σ²(Fo²) + (0.2000P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_ref         0.2113
_reflns_number_gt                1878
_reflns_number_total             2287
_reflns_threshold_expression     >2.0sigma(I)
_cod_data_source_file            808321esup1.cif
_cod_data_source_block           1
_cod_depositor_comments
;
The following automatic conversions were performed:
'_reflns_observed_expression' tag replaced with
'_reflns_threshold_expression' tag as specified in the replacement
file
'cod-tools/trunk/perl-scripts/inputs/replacement_tags.lst'.

'_atom_site_calc_flags'
tag replaced with '_atom_site_calc_flag' tag as specified in the
replacement file
'cod-tools/trunk/perl-scripts/inputs/replacement_tags.lst'.

'_atom_type_scat_imag'
tag replaced with '_atom_type_scat_dispersion_imag' tag as specified
in the replacement file
'cod-tools/trunk/perl-scripts/inputs/replacement_tags.lst'.

Automatic conversion script
Id: cif_correct_tags 3137 2015-03-23 15:08:43Z antanas 
;
_cod_original_cell_volume        1338.8(9)
_cod_original_sg_symbol_H-M      'P 21/a       '
_cod_original_formula_sum        'C15 H18 O3 '
_cod_database_code               7110399
loop_
_symmetry_equiv_pos_as_xyz
x,y,z
1/2-x,1/2+y,-z
-x,-y,-z
1/2+x,1/2-y,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_calc_flag
O(1) O 0.827(3) 0.0886(2) 0.8859(1) 0.0795(8) Uani 1.00 d
O(2) O 0.402(3) 0.4638(2) 0.6091(1) 0.0684(6) Uani 1.00 d
O(3) O 0.159(3) 0.3976(2) 0.4060(1) 0.0598(5) Uani 1.00 d
C(1) C 0.620(4) 0.3271(2) 0.7684(2) 0.0619(9) Uani 1.00 d
C(2) C 0.726(4) 0.2590(3) 0.8398(2) 0.070(1) Uani 1.00 d
C(3) C 0.719(4) 0.1515(2) 0.8073(2) 0.0613(9) Uani 1.00 d
C(4) C 0.605(4) 0.1151(2) 0.7009(1) 0.0543(8) Uani 1.00 d
C(5) C 0.499(3) 0.1850(2) 0.6265(1) 0.0458(7) Uani 1.00 d
C(6) C 0.505(4) 0.2923(2) 0.6608(1) 0.0484(7) Uani 1.00 d
C(7) C 0.396(4) 0.3693(2) 0.5833(1) 0.0501(7) Uani 1.00 d
C(8) C 0.280(4) 0.3272(2) 0.4653(1) 0.0472(6) Uani 1.00 d
C(9) C 0.244(4) 0.2118(2) 0.4700(1) 0.0515(7) Uani 1.00 d
C(10) C 0.382(3) 0.1457(2) 0.5082(1) 0.0490(7) Uani 1.00 d
C(11) C 0.263(4) 0.3842(2) 0.3496(1) 0.0515(7) Uani 1.00 d
C(12) C 0.213(4) 0.3357(2) 0.2223(2) 0.0576(8) Uani 1.00 d
C(13) C 0.346(5) 0.3054(3) 0.1956(2) 0.077(1) Uani 1.00 d
C(14) C 0.115(5) 0.4116(3) 0.1251(2) 0.085(1) Uani 1.00 d
C(15) C 0.819(6) -0.0222(3) 0.8606(2) 0.082(1) Uani 1.00 d
H(1) H 0.6233 0.4004 0.7915 0.0723 Uiso 1.00 calc
H(2) H 0.8070 0.2844 0.9118 0.0806 Uiso 1.00 calc
H(3) H 0.6018 0.0417 0.6788 0.0627 Uiso 1.00 calc
H(4) H 0.1988 0.2019 0.5281 0.0599 Uiso 1.00 calc
H(5) H 0.1767 0.1899 0.3891 0.0599 Uiso 1.00 calc
H(6) H 0.4197 0.1489 0.4435 0.0563 Uiso 1.00 calc
H(7) H 0.3610 0.0739 0.5195 0.0563 Uiso 1.00 calc
H(8) H 0.3287 0.4427 0.3604 0.0594 Uiso 1.00 calc
H(9) H 0.1590 0.2737 0.2230 0.0649 Uiso 1.00 calc
H(10) H 0.4074 0.2588 0.2574 0.0939 Uiso 1.00 calc
H(11) H 0.3162 0.2725 0.1159 0.0939 Uiso 1.00 calc
H(12) H 0.4010 0.3684 0.1945 0.0939 Uiso 1.00 calc
H(13) H 0.1665 0.4751 0.1234 0.1015 Uiso 1.00 calc
H(14) H 0.0839 0.3787 0.0442 0.1015 Uiso 1.00 calc
H(15) H 0.0306 0.4290 0.1411 0.1015 Uiso 1.00 calc
H(16) H 0.7300 -0.0502 0.8631 0.0993 Uiso 1.00 calc
H(17) H 0.8187 -0.0342 0.7800 0.0993 Uiso 1.00 calc
H(18) H 0.8992 -0.0575 0.9212 0.0993 Uiso 1.00 calc
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.018 0.009
;
 International Tables for Crystallography
 (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
H H 0.000 0.000
;
 International Tables for Crystallography
 (1992, Vol. C, Table 6.1.1.4)
;
O O 0.049 0.032
;
 International Tables for Crystallography
 (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
loop_
_diffrn_standard_refln_index_h
_diffrn_standard_refln_index_k
_diffrn_standard_refln_index_l
-3 -2 3
0 -2 4
3 4 0
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_2
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C(3) O(1) C(15) 117(1) 1_555 1_555 1_555 yes
C(8) O(3) C(11) 61(1) 1_555 1_555 1_555 yes
C(2) C(1) C(6) 121.3(7) 1_555 1_555 1_555 yes
C(2) C(1) H(1) 119(1) 1_555 1_555 1_555 no
C(6) C(1) H(1) 118(1) 1_555 1_555 1_555 no
C(1) C(2) C(3) 119(1) 1_555 1_555 1_555 yes
C(1) C(2) H(2) 120.6(7) 1_555 1_555 1_555 no
C(3) C(2) H(2) 119(2) 1_555 1_555 1_555 no
O(1) C(3) C(2) 115(1) 1_555 1_555 1_555 yes
O(1) C(3) C(4) 124.2(7) 1_555 1_555 1_555 yes
C(2) C(3) C(4) 120(1) 1_555 1_555 1_555 yes
C(3) C(4) C(5) 120.2(7) 1_555 1_555 1_555 yes
C(3) C(4) H(3) 119(2) 1_555 1_555 1_555 no
C(5) C(4) H(3) 120(1) 1_555 1_555 1_555 no
C(4) C(5) C(6) 119(1) 1_555 1_555 1_555 yes
C(4) C(5) C(10) 119.6(6) 1_555 1_555 1_555 yes
C(6) C(5) C(10) 120(1) 1_555 1_555 1_555 yes
C(1) C(6) C(5) 119(1) 1_555 1_555 1_555 yes
C(1) C(6) C(7) 119.5(7) 1_555 1_555 1_555 yes
C(5) C(6) C(7) 121(1) 1_555 1_555 1_555 yes
O(2) C(7) C(6) 122(1) 1_555 1_555 1_555 yes
O(2) C(7) C(8) 120(1) 1_555 1_555 1_555 yes
C(6) C(7) C(8) 116.6(6) 1_555 1_555 1_555 yes
O(3) C(8) C(7) 115.1(9) 1_555 1_555 1_555 yes
O(3) C(8) C(9) 116(2) 1_555 1_555 1_555 yes
O(3) C(8) C(11) 59(1) 1_555 1_555 1_555 yes
C(7) C(8) C(9) 114.6(6) 1_555 1_555 1_555 yes
C(7) C(8) C(11) 115(1) 1_555 1_555 1_555 yes
C(9) C(8) C(11) 123.9(3) 1_555 1_555 1_555 yes
C(8) C(9) C(10) 109(2) 1_555 1_555 1_555 yes
C(8) C(9) H(4) 109(1) 1_555 1_555 1_555 no
C(8) C(9) H(5) 109.2(4) 1_555 1_555 1_555 no
C(10) C(9) H(4) 109.9(9) 1_555 1_555 1_555 no
C(10) C(9) H(5) 109(1) 1_555 1_555 1_555 no
H(4) C(9) H(5) 108(3) 1_555 1_555 1_555 no
C(5) C(10) C(9) 112(1) 1_555 1_555 1_555 yes
C(5) C(10) H(6) 107(2) 1_555 1_555 1_555 no
C(5) C(10) H(7) 108.8(6) 1_555 1_555 1_555 no
C(9) C(10) H(6) 109.1(9) 1_555 1_555 1_555 no
C(9) C(10) H(7) 109(2) 1_555 1_555 1_555 no
H(6) C(10) H(7) 108(1) 1_555 1_555 1_555 no
O(3) C(11) C(8) 59(1) 1_555 1_555 1_555 yes
O(3) C(11) C(12) 118(2) 1_555 1_555 1_555 yes
O(3) C(11) H(8) 114(1) 1_555 1_555 1_555 no
C(8) C(11) C(12) 125.4(7) 1_555 1_555 1_555 yes
C(8) C(11) H(8) 114(1) 1_555 1_555 1_555 no
C(12) C(11) H(8) 113(1) 1_555 1_555 1_555 no
C(11) C(12) C(13) 108(2) 1_555 1_555 1_555 yes
C(11) C(12) C(14) 110(1) 1_555 1_555 1_555 yes
C(11) C(12) H(9) 107(1) 1_555 1_555 1_555 no
C(13) C(12) C(14) 111(2) 1_555 1_555 1_555 yes
C(13) C(12) H(9) 109(1) 1_555 1_555 1_555 no
C(14) C(12) H(9) 108(2) 1_555 1_555 1_555 no
C(12) C(13) H(10) 111(2) 1_555 1_555 1_555 no
C(12) C(13) H(11) 110(3) 1_555 1_555 1_555 no
C(12) C(13) H(12) 109(1) 1_555 1_555 1_555 no
H(10) C(13) H(11) 109(1) 1_555 1_555 1_555 no
H(10) C(13) H(12) 108(3) 1_555 1_555 1_555 no
H(11) C(13) H(12) 107(2) 1_555 1_555 1_555 no
C(12) C(14) H(13) 110(3) 1_555 1_555 1_555 no
C(12) C(14) H(14) 109(1) 1_555 1_555 1_555 no
C(12) C(14) H(15) 111(2) 1_555 1_555 1_555 no
H(13) C(14) H(14) 108(2) 1_555 1_555 1_555 no
H(13) C(14) H(15) 109(1) 1_555 1_555 1_555 no
H(14) C(14) H(15) 108(4) 1_555 1_555 1_555 no
O(1) C(15) H(16) 109(3) 1_555 1_555 1_555 no
O(1) C(15) H(17) 109(1) 1_555 1_555 1_555 no
O(1) C(15) H(18) 110(2) 1_555 1_555 1_555 no
H(16) C(15) H(17) 108(2) 1_555 1_555 1_555 no
H(16) C(15) H(18) 108(1) 1_555 1_555 1_555 no
H(17) C(15) H(18) 110(4) 1_555 1_555 1_555 no
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_1
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O(1) C(3) 1.36(3) 1_555 1_555 yes
O(1) C(15) 1.421(5) 1_555 1_555 yes
O(2) C(7) 1.223(4) 1_555 1_555 yes
O(3) C(8) 1.44(3) 1_555 1_555 yes
O(3) C(11) 1.44(4) 1_555 1_555 yes
C(1) C(2) 1.37(3) 1_555 1_555 yes
C(1) C(6) 1.40(2) 1_555 1_555 yes
C(1) H(1) 0.958 1_555 1_555 no
C(2) C(3) 1.399(5) 1_555 1_555 yes
C(2) H(2) 0.962 1_555 1_555 no
C(3) C(4) 1.39(3) 1_555 1_555 yes
C(4) C(5) 1.39(3) 1_555 1_555 yes
C(4) H(3) 0.955 1_555 1_555 no
C(5) C(6) 1.402(5) 1_555 1_555 yes
C(5) C(10) 1.50(2) 1_555 1_555 yes
C(6) C(7) 1.47(3) 1_555 1_555 yes
C(7) C(8) 1.51(2) 1_555 1_555 yes
C(8) C(9) 1.50(1) 1_555 1_555 yes
C(8) C(11) 1.48(1) 1_555 1_555 yes
C(9) C(10) 1.52(4) 1_555 1_555 yes
C(9) H(4) 0.951 1_555 1_555 no
C(9) H(5) 0.960 1_555 1_555 no
C(10) H(6) 0.960 1_555 1_555 no
C(10) H(7) 0.948 1_555 1_555 no
C(11) C(12) 1.497(4) 1_555 1_555 yes
C(11) H(8) 0.956 1_555 1_555 no
C(12) C(13) 1.51(6) 1_555 1_555 yes
C(12) C(14) 1.51(2) 1_555 1_555 yes
C(12) H(9) 0.948 1_555 1_555 no
C(13) H(10) 0.946 1_555 1_555 no
C(13) H(11) 0.952 1_555 1_555 no
C(13) H(12) 0.968 1_555 1_555 no
C(14) H(13) 0.954 1_555 1_555 no
C(14) H(14) 0.963 1_555 1_555 no
C(14) H(15) 0.947 1_555 1_555 no
C(15) H(16) 0.963 1_555 1_555 no
C(15) H(17) 0.948 1_555 1_555 no
C(15) H(18) 0.945 1_555 1_555 no
loop_
_geom_contact_atom_site_label_1
_geom_contact_atom_site_label_2
_geom_contact_distance
_geom_contact_site_symmetry_1
_geom_contact_site_symmetry_2
O(2) C(15) 3.41(4) 1_555 4_455
O(2) C(9) 3.41(2) 1_555 2_556
O(2) C(10) 3.47(3) 1_555 2_556
O(3) C(10) 3.35(1) 1_555 2_556
O(3) C(10) 3.43(4) 1_555 4_455
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
O(1) C(3) C(2) C(1) -177(3) 1_555 1_555 1_555 1_555 yes
O(1) C(3) C(4) C(5) 179(3) 1_555 1_555 1_555 1_555 yes
O(2) C(7) C(6) C(1) 0(4) 1_555 1_555 1_555 1_555 yes
O(2) C(7) C(6) C(5) -177(2) 1_555 1_555 1_555 1_555 yes
O(2) C(7) C(8) O(3) -15(4) 1_555 1_555 1_555 1_555 yes
O(2) C(7) C(8) C(9) -154(2) 1_555 1_555 1_555 1_555 yes
O(2) C(7) C(8) C(11) 50(4) 1_555 1_555 1_555 1_555 yes
O(3) C(8) C(7) C(6) 167(2) 1_555 1_555 1_555 1_555 yes
O(3) C(8) C(9) C(10) 167(1) 1_555 1_555 1_555 1_555 yes
O(3) C(8) C(11) C(12) -104(3) 1_555 1_555 1_555 1_555 yes
O(3) C(11) C(8) C(7) -104(2) 1_555 1_555 1_555 1_555 yes
O(3) C(11) C(8) C(9) 102(3) 1_555 1_555 1_555 1_555 yes
O(3) C(11) C(12) C(13) -166.5(6) 1_555 1_555 1_555 1_555 yes
O(3) C(11) C(12) C(14) 70(2) 1_555 1_555 1_555 1_555 yes
C(1) C(2) C(3) C(4) 2(5) 1_555 1_555 1_555 1_555 yes
C(1) C(6) C(5) C(4) 1(4) 1_555 1_555 1_555 1_555 yes
C(1) C(6) C(5) C(10) -176(2) 1_555 1_555 1_555 1_555 yes
C(1) C(6) C(7) C(8) 176(2) 1_555 1_555 1_555 1_555 yes
C(2) C(1) C(6) C(5) 0(4) 1_555 1_555 1_555 1_555 yes
C(2) C(1) C(6) C(7) -176(2) 1_555 1_555 1_555 1_555 yes
C(2) C(3) O(1) C(15) 176(3) 1_555 1_555 1_555 1_555 yes
C(2) C(3) C(4) C(5) 0(5) 1_555 1_555 1_555 1_555 yes
C(3) C(2) C(1) C(6) -2(4) 1_555 1_555 1_555 1_555 yes
C(3) C(4) C(5) C(6) -1(4) 1_555 1_555 1_555 1_555 yes
C(3) C(4) C(5) C(10) 176(2) 1_555 1_555 1_555 1_555 yes
C(4) C(3) O(1) C(15) -3(5) 1_555 1_555 1_555 1_555 yes
C(4) C(5) C(6) C(7) 178(2) 1_555 1_555 1_555 1_555 yes
C(4) C(5) C(10) C(9) 154(2) 1_555 1_555 1_555 1_555 yes
C(5) C(6) C(7) C(8) 0(4) 1_555 1_555 1_555 1_555 yes
C(5) C(10) C(9) C(8) 52(1) 1_555 1_555 1_555 1_555 yes
C(6) C(5) C(10) C(9) -27(3) 1_555 1_555 1_555 1_555 yes
C(6) C(7) C(8) C(9) 27(3) 1_555 1_555 1_555 1_555 yes
C(6) C(7) C(8) C(11) -126(2) 1_555 1_555 1_555 1_555 yes
C(7) C(6) C(5) C(10) 0(4) 1_555 1_555 1_555 1_555 yes
C(7) C(8) O(3) C(11) 106(2) 1_555 1_555 1_555 1_555 yes
C(7) C(8) C(9) C(10) -53(2) 1_555 1_555 1_555 1_555 yes
C(7) C(8) C(11) C(12) 150(2) 1_555 1_555 1_555 1_555 yes
C(8) O(3) C(11) C(12) 116.4(7) 1_555 1_555 1_555 1_555 yes
C(8) C(11) C(12) C(13) -95(3) 1_555 1_555 1_555 1_555 yes
C(8) C(11) C(12) C(14) 141(3) 1_555 1_555 1_555 1_555 yes
C(9) C(8) O(3) C(11) -115(1) 1_555 1_555 1_555 1_555 yes
C(9) C(8) C(11) C(12) -1(5) 1_555 1_555 1_555 1_555 yes
C(10) C(9) C(8) C(11) 98(2) 1_555 1_555 1_555 1_555 yes
