#------------------------------------------------------------------------------
#$Date: 2017-10-13 11:03:29 +0300 (Fri, 13 Oct 2017) $
#$Revision: 201974 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/21/31/2213195.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/. The original data for this entry
# were provided by IUCr Journals, http://journals.iucr.org/.
#
# 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_2213195
loop_
_publ_author_name
'Rodríguez de Barbarín, Cecilia'
'Percino, M. Judith'
'Chapela, Victor M.'
'Alcantarilla, Tony'
_publ_section_title
;
 (R,R)-(+)-2-(2-Methacryloyloxy)-1,2-diphenylethanol
;
_journal_coeditor_code           BX2072
_journal_issue                   5
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              o2684
_journal_page_last               o2685
_journal_paper_doi               10.1107/S1600536807019174
_journal_volume                  63
_journal_year                    2007
_chemical_formula_iupac          'C18 H18 O3'
_chemical_formula_moiety         'C18 H18 O3'
_chemical_formula_sum            'C18 H18 O3'
_chemical_formula_weight         282.32
_chemical_melting_point          .36E-305
_chemical_name_systematic
;
(R,R)-(+)-2-(2-Methacryloyloxy)-1,2-diphenylethanol
;
_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-plus
_cell_angle_alpha                90.00
_cell_angle_beta                 118.18(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   12.094(5)
_cell_length_b                   5.756(3)
_cell_length_c                   12.503(6)
_cell_measurement_reflns_used    40
_cell_measurement_temperature    298(2)
_cell_measurement_theta_max      9.9925
_cell_measurement_theta_min      3.833
_cell_volume                     767.2(6)
_computing_cell_refinement       XSCANS
_computing_data_collection       'XSCANS (Bruker, 1999)'
_computing_data_reduction        XSCANS
_computing_molecular_graphics
;
SHELXTL-Plus and Mercury (Bruno et al.,  2002)
;
_computing_publication_material  SHELXTL-Plus
_computing_structure_refinement  SHELXTL-Plus
_computing_structure_solution    'SHELXTL-Plus (Sheldrick, 1997)'
_diffrn_ambient_temperature      298(2)
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_device_type  'Siemens P4'
_diffrn_measurement_method       θ/2θ
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.1149
_diffrn_reflns_av_sigmaI/netI    0.0702
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       6
_diffrn_reflns_limit_k_min       -6
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            6004
_diffrn_reflns_theta_full        25.10
_diffrn_reflns_theta_max         25.10
_diffrn_reflns_theta_min         1.85
_diffrn_standards_decay_%        3.78
_diffrn_standards_interval_count 97
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    0.082
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.222
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       needle
_exptl_crystal_F_000             300
_exptl_crystal_size_max          0.60
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.05
_refine_diff_density_max         0.160
_refine_diff_density_min         -0.130
_refine_ls_abs_structure_details 'Flack, 1983 (1214 Friedel pairs)'
_refine_ls_extinction_coef       0.034(8)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXTL-Plus
_refine_ls_goodness_of_fit_ref   1.039
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     192
_refine_ls_number_reflns         1511
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.038
_refine_ls_R_factor_all          0.0911
_refine_ls_R_factor_gt           0.0456
_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)+(0.0565P)²+0.0836P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1111
_refine_ls_wR_factor_ref         0.1402
_reflns_number_gt                907
_reflns_number_total             1511
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            bx2072.cif
_cod_data_source_block           I
_cod_original_cell_volume        767.1(6)
_cod_original_sg_symbol_H-M      'P 21'
_cod_database_code               2213195
_cod_database_fobs_code          2213195
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z'
loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_occupancy
O O1 0.5302(2) 0.3349(9) 0.4764(3) 0.0903(12) Uani d . 1
H H1A 0.5542 0.2365 0.5361 0.135 Uiso d R 1
O O2 0.4227(2) 0.3360(6) 0.2331(3) 0.0715(9) Uani d . 1
O O3 0.3725(3) 0.6872(8) 0.2676(3) 0.0941(12) Uani d . 1
C C1 0.7034(4) 0.4486(10) 0.2203(3) 0.0730(14) Uani d . 1
H H1B 0.7269 0.5869 0.2640 0.088 Uiso calc R 1
C C2 0.7592(5) 0.3872(15) 0.1499(5) 0.098(2) Uani d . 1
H H2A 0.8200 0.4826 0.1473 0.117 Uiso calc R 1
C C3 0.7254(6) 0.1899(15) 0.0855(5) 0.102(2) Uani d . 1
H H3A 0.7624 0.1485 0.0378 0.122 Uiso calc R 1
C C4 0.6368(5) 0.0495(13) 0.0899(4) 0.0946(18) Uani d . 1
H H4A 0.6127 -0.0865 0.0444 0.113 Uiso calc R 1
C C5 0.5825(4) 0.1092(10) 0.1618(4) 0.0769(14) Uani d . 1
H H5A 0.5235 0.0109 0.1658 0.092 Uiso calc R 1
C C6 0.6150(3) 0.3125(9) 0.2275(3) 0.0590(11) Uani d . 1
C C7 0.5559(3) 0.3818(9) 0.3037(3) 0.0580(11) Uani d . 1
H H7A 0.5685 0.5489 0.3201 0.070 Uiso calc R 1
C C8 0.6032(3) 0.2534(9) 0.4229(4) 0.0662(13) Uani d . 1
H H8A 0.5884 0.0866 0.4067 0.079 Uiso calc R 1
C C9 0.7409(4) 0.2944(9) 0.5021(3) 0.0597(12) Uani d . 1
C C10 0.7830(4) 0.4953(10) 0.5684(4) 0.0736(14) Uani d . 1
H H10A 0.7255 0.6056 0.5657 0.088 Uiso calc R 1
C C11 0.9096(5) 0.5351(12) 0.6390(4) 0.0818(15) Uani d . 1
H H11A 0.9366 0.6729 0.6826 0.098 Uiso calc R 1
C C12 0.9965(4) 0.3738(12) 0.6458(4) 0.0782(15) Uani d . 1
H H12A 1.0818 0.4002 0.6947 0.094 Uiso calc R 1
C C13 0.9563(4) 0.1782(11) 0.5807(4) 0.0756(15) Uani d . 1
H H13A 1.0144 0.0696 0.5831 0.091 Uiso calc R 1
C C14 0.8290(4) 0.1354(9) 0.5098(3) 0.0664(13) Uani d . 1
H H14A 0.8030 -0.0033 0.4668 0.080 Uiso calc R 1
C C15 0.3419(4) 0.4934(12) 0.2268(4) 0.0665(14) Uani d . 1
C C16 0.2117(4) 0.4072(11) 0.1686(4) 0.0726(15) Uani d . 1
C C17 0.1869(5) 0.1821(13) 0.1195(6) 0.112(2) Uani d . 1
H H17A 0.2073 0.1733 0.0541 0.168 Uiso calc R 1
H H17B 0.0997 0.1471 0.0895 0.168 Uiso calc R 1
H H17C 0.2369 0.0722 0.1812 0.168 Uiso calc R 1
C C18 0.1213(5) 0.5536(15) 0.1676(5) 0.1026(19) Uani d . 1
H H18A 0.0381 0.5050 0.1330 0.123 Uiso calc R 1
H H18B 0.1432 0.7011 0.2015 0.123 Uiso calc R 1
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'
O O 0.0106 0.0060 'International Tables 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
0 -1 3
2 0 -3
0 -1 -3
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
C8 O1 H1A 99.2
C15 O2 C7 119.7(4)
C6 C1 C2 121.9(5)
C6 C1 H1B 119.1
C2 C1 H1B 119.1
C3 C2 C1 119.8(6)
C3 C2 H2A 120.1
C1 C2 H2A 120.1
C2 C3 C4 120.1(6)
C2 C3 H3A 120.0
C4 C3 H3A 120.0
C3 C4 C5 120.1(6)
C3 C4 H4A 119.9
C5 C4 H4A 119.9
C6 C5 C4 120.6(5)
C6 C5 H5A 119.7
C4 C5 H5A 119.7
C1 C6 C5 117.5(4)
C1 C6 C7 121.1(4)
C5 C6 C7 121.4(4)
O2 C7 C6 107.0(3)
O2 C7 C8 107.7(3)
C6 C7 C8 115.3(3)
O2 C7 H7A 108.9
C6 C7 H7A 108.9
C8 C7 H7A 108.9
O1 C8 C9 112.4(4)
O1 C8 C7 105.9(3)
C9 C8 C7 111.0(3)
O1 C8 H8A 109.1
C9 C8 H8A 109.1
C7 C8 H8A 109.1
C14 C9 C10 117.7(4)
C14 C9 C8 121.6(4)
C10 C9 C8 120.7(4)
C9 C10 C11 120.6(5)
C9 C10 H10A 119.7
C11 C10 H10A 119.7
C12 C11 C10 120.9(5)
C12 C11 H11A 119.6
C10 C11 H11A 119.6
C13 C12 C11 118.9(4)
C13 C12 H12A 120.6
C11 C12 H12A 120.6
C12 C13 C14 120.8(5)
C12 C13 H13A 119.6
C14 C13 H13A 119.6
C9 C14 C13 121.1(5)
C9 C14 H14A 119.5
C13 C14 H14A 119.5
O3 C15 O2 122.8(5)
O3 C15 C16 124.2(5)
O2 C15 C16 112.9(6)
C18 C16 C17 123.8(5)
C18 C16 C15 117.2(6)
C17 C16 C15 119.0(5)
C16 C17 H17A 109.5
C16 C17 H17B 109.5
H17A C17 H17B 109.5
C16 C17 H17C 109.5
H17A C17 H17C 109.5
H17B C17 H17C 109.5
C16 C18 H18A 120.0
C16 C18 H18B 120.0
H18A C18 H18B 120.0
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
O1 C8 1.415(5)
O1 H1A 0.8703
O2 C15 1.308(6)
O2 C7 1.450(4)
O3 C15 1.209(7)
C1 C6 1.362(6)
C1 C2 1.385(6)
C1 H1B 0.9300
C2 C3 1.339(9)
C2 H2A 0.9300
C3 C4 1.363(8)
C3 H3A 0.9300
C4 C5 1.385(7)
C4 H4A 0.9300
C5 C6 1.375(7)
C5 H5A 0.9300
C6 C7 1.489(5)
C7 C8 1.514(5)
C7 H7A 0.9800
C8 C9 1.500(5)
C8 H8A 0.9800
C9 C14 1.373(6)
C9 C10 1.373(7)
C10 C11 1.378(6)
C10 H10A 0.9300
C11 C12 1.375(7)
C11 H11A 0.9300
C12 C13 1.339(8)
C12 H12A 0.9300
C13 C14 1.389(6)
C13 H13A 0.9300
C14 H14A 0.9300
C15 C16 1.473(7)
C16 C18 1.377(8)
C16 C17 1.404(8)
C17 H17A 0.9600
C17 H17B 0.9600
C17 H17C 0.9600
C18 H18A 0.9300
C18 H18B 0.9300
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_publ_flag
O1 H1A O3 2_646 0.87 2.20 2.965(5) 147 y
O1 H1A O1 2_646 0.87 2.50 3.094(7) 126 y
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
C6 C1 C2 C3 0.7(8)
C1 C2 C3 C4 -0.3(9)
C2 C3 C4 C5 -0.7(9)
C3 C4 C5 C6 1.5(8)
C2 C1 C6 C5 0.0(7)
C2 C1 C6 C7 -179.9(4)
C4 C5 C6 C1 -1.1(6)
C4 C5 C6 C7 178.9(4)
C15 O2 C7 C6 -133.5(4)
C15 O2 C7 C8 101.9(4)
C1 C6 C7 O2 136.6(4)
C5 C6 C7 O2 -43.4(5)
C1 C6 C7 C8 -103.6(5)
C5 C6 C7 C8 76.4(5)
O2 C7 C8 O1 -57.1(4)
C6 C7 C8 O1 -176.5(4)
O2 C7 C8 C9 -179.4(4)
C6 C7 C8 C9 61.2(5)
O1 C8 C9 C14 142.5(4)
C7 C8 C9 C14 -99.1(5)
O1 C8 C9 C10 -38.4(6)
C7 C8 C9 C10 80.0(5)
C14 C9 C10 C11 0.6(6)
C8 C9 C10 C11 -178.5(4)
C9 C10 C11 C12 -0.8(7)
C10 C11 C12 C13 1.2(7)
C11 C12 C13 C14 -1.6(7)
C10 C9 C14 C13 -1.0(6)
C8 C9 C14 C13 178.1(4)
C12 C13 C14 C9 1.5(7)
C7 O2 C15 O3 7.4(6)
C7 O2 C15 C16 -170.9(3)
O3 C15 C16 C18 -4.0(7)
O2 C15 C16 C18 174.2(4)
O3 C15 C16 C17 177.0(5)
O2 C15 C16 C17 -4.7(6)
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 21185196
