#------------------------------------------------------------------------------
#$Date: 2017-10-13 01:32:00 +0200 (vie 13 de oct de 2017) $
#$Revision: 201954 $
#$URL: svn://www.crystallography.net/cod/cif/1/50/56/1505675.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_1505675
loop_
_publ_author_name
'Gerhardt, Warren W.'
'Noga, David E.'
'Hardcastle, Kenneth I.'
'García, Andrés J'
'Collard, David M.'
'Weck, Marcus'
_publ_section_title
;
 Functional lactide monomers: methodology and polymerization.
;
_journal_issue                   6
_journal_name_full               Biomacromolecules
_journal_page_first              1735
_journal_page_last               1742
_journal_paper_doi               10.1021/bm060024j
_journal_volume                  7
_journal_year                    2006
_chemical_formula_sum            'C13 H14 O5'
_chemical_formula_weight         250.24
_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                 107.981(5)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   8.9778(8)
_cell_length_b                   5.9703(8)
_cell_length_c                   12.6038(13)
_cell_measurement_reflns_used    521
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      47.77
_cell_measurement_theta_min      5.18
_cell_volume                     642.57(12)
_computing_cell_refinement       'Bruker SMART'
_computing_data_collection       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      173(2)
_diffrn_measured_fraction_theta_full 0.697
_diffrn_measured_fraction_theta_max 0.697
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0278
_diffrn_reflns_av_sigmaI/netI    0.0541
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       3
_diffrn_reflns_limit_k_min       -6
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_number            1234
_diffrn_reflns_theta_full        59.33
_diffrn_reflns_theta_max         59.33
_diffrn_reflns_theta_min         5.18
_exptl_absorpt_coefficient_mu    0.840
_exptl_absorpt_correction_T_max  0.9752
_exptl_absorpt_correction_T_min  0.7038
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.293
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       fiber
_exptl_crystal_F_000             264
_exptl_crystal_size_max          0.45
_exptl_crystal_size_mid          0.08
_exptl_crystal_size_min          0.03
_refine_diff_density_max         0.114
_refine_diff_density_min         -0.147
_refine_diff_density_rms         0.032
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   -0.2(4)
_refine_ls_extinction_coef       0.0054(8)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.023
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     165
_refine_ls_number_reflns         925
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.022
_refine_ls_R_factor_all          0.0434
_refine_ls_R_factor_gt           0.0363
_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)+(0.0200P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0633
_refine_ls_wR_factor_ref         0.0659
_reflns_number_gt                768
_reflns_number_total             925
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            bm060024jsi20060110_052531.cif
_cod_data_source_block           wgser
_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 
;
_cod_original_sg_symbol_H-M      P2(1)
_cod_database_code               1505675
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
C1 C 0.7369(4) 0.5177(10) 0.9550(3) 0.0370(14) Uani 1 1 d .
H1 H 0.6559 0.4281 0.9757 0.044 Uiso 1 1 calc R
C2 C 0.6671(5) 0.8692(10) 1.0132(4) 0.0331(14) Uani 1 1 d .
C3 C 0.7392(4) 0.7734(9) 1.1292(4) 0.0356(15) Uani 1 1 d .
H3 H 0.6641 0.6647 1.1452 0.043 Uiso 1 1 calc R
C4 C 0.8854(5) 0.5145(10) 1.0536(4) 0.0396(15) Uani 1 1 d .
C5 C 0.7601(4) 0.4129(10) 0.8527(4) 0.0544(17) Uani 1 1 d .
H5A H 0.8208 0.5144 0.8195 0.065 Uiso 1 1 calc R
H5B H 0.8177 0.2697 0.8721 0.065 Uiso 1 1 calc R
C6 C 0.6146(5) 0.2312(11) 0.6882(4) 0.075(2) Uani 1 1 d .
H6A H 0.6755 0.0952 0.7195 0.090 Uiso 1 1 calc R
H6B H 0.6677 0.3083 0.6404 0.090 Uiso 1 1 calc R
C7 C 0.4503(5) 0.1666(11) 0.6197(4) 0.0472(16) Uani 1 1 d .
C8 C 0.3638(6) 0.3032(10) 0.5358(4) 0.0599(19) Uani 1 1 d .
H8 H 0.4070 0.4409 0.5214 0.072 Uiso 1 1 calc R
C9 C 0.2127(7) 0.2420(13) 0.4712(5) 0.0682(19) Uani 1 1 d .
H9 H 0.1543 0.3357 0.4120 0.082 Uiso 1 1 calc R
C10 C 0.1499(6) 0.0464(13) 0.4939(4) 0.0615(19) Uani 1 1 d .
H10 H 0.0467 0.0046 0.4511 0.074 Uiso 1 1 calc R
C11 C 0.2356(5) -0.0903(11) 0.5786(4) 0.0613(17) Uani 1 1 d .
H11 H 0.1920 -0.2270 0.5939 0.074 Uiso 1 1 calc R
C12 C 0.3859(5) -0.0283(11) 0.6419(4) 0.0538(17) Uani 1 1 d .
H12 H 0.4444 -0.1222 0.7009 0.065 Uiso 1 1 calc R
C13 C 0.7780(5) 0.9514(10) 1.2180(4) 0.060(2) Uani 1 1 d .
H13A H 0.8218 0.8813 1.2914 0.089 Uiso 1 1 calc R
H13B H 0.6827 1.0338 1.2157 0.089 Uiso 1 1 calc R
H13C H 0.8550 1.0552 1.2047 0.089 Uiso 1 1 calc R
O1 O 0.6758(3) 0.7436(6) 0.9278(2) 0.0323(9) Uani 1 1 d .
O2 O 0.8854(3) 0.6567(6) 1.1369(2) 0.0403(10) Uani 1 1 d .
O3 O 0.6004(3) 1.0480(6) 0.9948(3) 0.0472(11) Uani 1 1 d .
O4 O 0.9962(3) 0.3957(6) 1.0615(2) 0.0584(12) Uani 1 1 d .
O5 O 0.6073(3) 0.3747(7) 0.7756(3) 0.0515(11) Uani 1 1 d .
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 0.023(2) 0.039(4) 0.042(3) -0.008(3) 0.000(2) -0.003(2)
C2 0.028(2) 0.033(5) 0.042(3) -0.003(3) 0.016(2) -0.008(3)
C3 0.026(2) 0.048(4) 0.037(3) 0.003(3) 0.016(2) 0.004(2)
C4 0.035(3) 0.037(4) 0.046(3) 0.007(3) 0.011(3) 0.003(3)
C5 0.031(2) 0.067(5) 0.061(3) -0.025(4) 0.009(2) -0.001(3)
C6 0.050(3) 0.107(7) 0.075(4) -0.045(4) 0.027(3) -0.023(3)
C7 0.045(3) 0.052(6) 0.049(4) -0.015(4) 0.021(3) -0.006(3)
C8 0.074(4) 0.046(6) 0.073(4) 0.004(4) 0.042(3) -0.004(4)
C9 0.077(4) 0.071(6) 0.055(4) 0.017(4) 0.017(3) 0.018(4)
C10 0.052(3) 0.072(6) 0.051(4) -0.001(4) 0.004(3) -0.001(4)
C11 0.057(3) 0.044(5) 0.076(4) 0.003(4) 0.011(3) -0.010(3)
C12 0.047(3) 0.058(6) 0.052(3) 0.005(3) 0.008(3) 0.003(3)
C13 0.048(3) 0.076(6) 0.055(3) -0.029(4) 0.016(3) -0.007(3)
O1 0.0305(15) 0.028(3) 0.0376(19) 0.0055(18) 0.0095(14) 0.0056(16)
O2 0.0279(16) 0.047(3) 0.0433(19) 0.001(2) 0.0068(14) 0.0025(17)
O3 0.0407(19) 0.031(3) 0.070(3) 0.004(2) 0.0174(17) 0.0040(19)
O4 0.0350(16) 0.048(3) 0.083(3) -0.001(3) 0.0043(18) 0.017(2)
O5 0.0368(17) 0.062(3) 0.053(2) -0.019(2) 0.0099(15) -0.0022(19)
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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 0.0492 0.0322 '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
O1 C1 C5 109.0(4)
O1 C1 C4 112.1(4)
C5 C1 C4 112.2(4)
O3 C2 O1 119.4(5)
O3 C2 C3 123.7(5)
O1 C2 C3 116.9(5)
O2 C3 C13 106.9(3)
O2 C3 C2 110.5(3)
C13 C3 C2 112.5(5)
O4 C4 O2 120.4(4)
O4 C4 C1 124.9(5)
O2 C4 C1 114.7(4)
O5 C5 C1 106.9(3)
O5 C6 C7 109.1(4)
C12 C7 C8 119.3(5)
C12 C7 C6 120.0(6)
C8 C7 C6 120.6(6)
C7 C8 C9 120.7(6)
C10 C9 C8 119.4(6)
C9 C10 C11 120.2(5)
C10 C11 C12 120.0(6)
C7 C12 C11 120.5(6)
C2 O1 C1 116.2(4)
C4 O2 C3 117.6(3)
C6 O5 C5 111.1(3)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
C1 O1 1.457(5)
C1 C5 1.505(5)
C1 C4 1.516(5)
C2 O3 1.211(5)
C2 O1 1.333(5)
C2 C3 1.517(6)
C3 O2 1.463(4)
C3 C13 1.504(6)
C4 O4 1.201(5)
C4 O2 1.350(5)
C5 O5 1.434(4)
C6 O5 1.413(5)
C6 C7 1.511(6)
C7 C12 1.366(7)
C7 C8 1.371(6)
C8 C9 1.399(7)
C9 C10 1.365(8)
C10 C11 1.375(7)
C11 C12 1.390(6)
loop_
_cod_related_entry_id
_cod_related_entry_code
_cod_related_entry_database
1 21173522 ChemSpider
