#------------------------------------------------------------------------------
#$Date: 2016-03-11 04:40:16 +0200 (Fri, 11 Mar 2016) $
#$Revision: 178121 $
#$URL: svn://www.crystallography.net/cod/cif/1/54/27/1542755.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_1542755
loop_
_publ_author_name
'Wickramasinhage, Ravindra'
'McAdam, C. John'
'Simpson, Jim'
_publ_section_title
;
 2,5-Dimethoxy-3,4,6-trimethylbenzaldehyde
;
_journal_coeditor_code           HG4003
_journal_issue                   2
_journal_name_full               IUCrData
_journal_page_first              x160307
_journal_paper_doi               10.1107/S2414314616003072
_journal_volume                  1
_journal_year                    2016
_chemical_formula_iupac          'C12 H16 O3'
_chemical_formula_moiety         'C12 H16 O3'
_chemical_formula_sum            'C12 H16 O3'
_chemical_formula_weight         208.25
_chemical_name_systematic
;
2,5-Dimethoxy-3,4,6-trimethylbenzaldehyde
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_cell_angle_alpha                90
_cell_angle_beta                 98.515(5)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   4.5856(3)
_cell_length_b                   14.2281(9)
_cell_length_c                   8.3312(4)
_cell_measurement_reflns_used    1932
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      72.2190
_cell_measurement_theta_min      6.1440
_cell_volume                     537.57(6)
_computing_cell_refinement
;
CrysAlis PRO (Agilent, 2014)
;
_computing_data_collection
;
CrysAlis PRO (Agilent, 2014)
;
_computing_data_reduction
;
CrysAlis PRO (Agilent, 2014)
;
_computing_molecular_graphics
;
Mercury (Macrae et al.,  2008)
;
_computing_publication_material
;
SHELXL2014 (Sheldrick, 2015b), enCIFer (Allen et al.,
2004),
PLATON (Spek, 2009),  publCIF (Westrip, 2010) and WinGX
(Farrugia, 2012)
;
_computing_structure_refinement
;
SHELXL2014 (Sheldrick, 2015b) and TITAN2000 (Hunter & Simpson,
1999)
;
_computing_structure_solution
;
SHELXT (Sheldrick, 2015a)
;
_diffrn_ambient_temperature      100(2)
_diffrn_detector_area_resol_mean 5.1725
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.974
_diffrn_measurement_device_type
'Agilent SuperNova Dual Source diffractometer with an Atlas detector'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_source         'SuperNova (Cu) X-ray Source'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0460
_diffrn_reflns_limit_h_max       5
_diffrn_reflns_limit_h_min       -5
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_number            4051
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         73.759
_diffrn_reflns_theta_min         6.207
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.745
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.71851
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
(CrysAlis PRO; Agilent, 2014)
;
_exptl_crystal_colour            'pale yellow'
_exptl_crystal_density_diffrn    1.287
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       needle
_exptl_crystal_F_000             224
_exptl_crystal_size_max          0.422
_exptl_crystal_size_mid          0.131
_exptl_crystal_size_min          0.059
_refine_diff_density_max         0.221
_refine_diff_density_min         -0.241
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.120
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     103
_refine_ls_number_reflns         1068
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.120
_refine_ls_R_factor_all          0.0720
_refine_ls_R_factor_gt           0.0648
_refine_ls_shift/su_max          0.008
_refine_ls_shift/su_mean         0.001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0763P)²+0.4967P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1815
_refine_ls_wR_factor_ref         0.1864
_reflns_number_gt                907
_reflns_number_total             1068
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            hg4003sup1.cif
_cod_data_source_block           I
_cod_database_code               1542755
_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_shelx_estimated_absorpt_t_min   0.744
_shelx_estimated_absorpt_t_max   0.957
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'
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_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C C11 0.6051(6) 0.3451(2) 0.8420(3) 0.0435(7) Uani d 1 . .
H H11A 0.5783 0.2929 0.7644 0.065 Uiso calc 1 . .
H H11B 0.5706 0.3229 0.9489 0.065 Uiso calc 1 . .
H H11C 0.8067 0.3693 0.8495 0.065 Uiso calc 1 . .
O O1 0.3988(4) 0.41887(13) 0.7878(2) 0.0396(5) Uani d 1 . .
C C1 0.4525(5) 0.45903(17) 0.6431(3) 0.0309(6) Uani d 1 . .
C C2 0.6504(5) 0.53395(17) 0.6492(3) 0.0305(6) Uani d 1 . .
C C21A 0.804(3) 0.5700(11) 0.8144(17) 0.047(4) Uani d 0.75 A 1
H H21A 0.7146 0.5403 0.9015 0.070 Uiso calc 0.75 A 1
H H21B 0.7807 0.6383 0.8198 0.070 Uiso calc 0.75 A 1
H H21C 1.0141 0.5542 0.8271 0.070 Uiso calc 0.75 A 1
C C21B 0.794(5) 0.568(2) 0.796(5) 0.026(6) Uani d 0.25 A 2
H H21D 0.7573 0.5343 0.8898 0.031 Uiso calc 0.25 A 2
O O2 0.965(3) 0.6353(7) 0.8209(11) 0.068(3) Uani d 0.25 A 2
C C3 0.6994(5) 0.57594(16) 0.5033(3) 0.0307(6) Uani d 1 . .
C C31A 0.919(4) 0.6577(13) 0.4994(19) 0.044(4) Uani d 0.75 B 3
H H31A 0.8575 0.7110 0.5609 0.065 Uiso calc 0.75 B 3
H H31B 0.9226 0.6768 0.3867 0.065 Uiso calc 0.75 B 3
H H31C 1.1164 0.6372 0.5480 0.065 Uiso calc 0.75 B 3
C C31B 0.891(11) 0.649(3) 0.502(3) 0.027(6) Uani d 0.25 B 4
H H31D 0.8952 0.6778 0.3992 0.033 Uiso calc 0.25 B 4
O O3 1.053(2) 0.6826(7) 0.6122(13) 0.063(2) Uani d 0.25 B 4
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_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
O1 C11 H11A . . 109.5
O1 C11 H11B . . 109.5
H11A C11 H11B . . 109.5
O1 C11 H11C . . 109.5
H11A C11 H11C . . 109.5
H11B C11 H11C . . 109.5
C1 O1 C11 . . 112.30(18)
O1 C1 C2 . . 118.7(2)
O1 C1 C3 . 3_666 118.7(2)
C2 C1 C3 . 3_666 122.6(2)
C21B C2 C1 . . 121.2(12)
C21B C2 C3 . . 120.1(12)
C1 C2 C3 . . 118.7(2)
C1 C2 C21A . . 119.8(6)
C3 C2 C21A . . 121.5(6)
C2 C21A H21A . . 109.5
C2 C21A H21B . . 109.5
H21A C21A H21B . . 109.5
C2 C21A H21C . . 109.5
H21A C21A H21C . . 109.5
H21B C21A H21C . . 109.5
O2 C21B C2 . . 128(3)
O2 C21B H21D . . 115.8
C2 C21B H21D . . 115.8
C31B C3 C2 . . 121.3(12)
C31B C3 C1 . 3_666 120.1(12)
C2 C3 C1 . 3_666 118.7(2)
C2 C3 C31A . . 121.9(6)
C1 C3 C31A 3_666 . 119.4(6)
C3 C31A H31A . . 109.5
C3 C31A H31B . . 109.5
H31A C31A H31B . . 109.5
C3 C31A H31C . . 109.5
H31A C31A H31C . . 109.5
H31B C31A H31C . . 109.5
O3 C31B C3 . . 129(3)
O3 C31B H31D . . 115.6
C3 C31B H31D . . 115.6
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
C11 O1 . 1.440(3)
C11 H11A . 0.9800
C11 H11B . 0.9800
C11 H11C . 0.9800
O1 C1 . 1.389(3)
C1 C2 . 1.396(4)
C1 C3 3_666 1.403(3)
C2 C21B . 1.39(4)
C2 C3 . 1.402(3)
C2 C21A . 1.538(15)
C21A H21A . 0.9800
C21A H21B . 0.9800
C21A H21C . 0.9800
C21B O2 . 1.24(4)
C21B H21D . 0.9500
C3 C31B . 1.37(6)
C3 C1 3_666 1.403(3)
C3 C31A . 1.54(2)
C31A H31A . 0.9800
C31A H31B . 0.9800
C31A H31C . 0.9800
C31B O3 . 1.19(5)
C31B H31D . 0.9500
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
C21A H21C O1 1_655 0.98 2.66 3.506(15) 144.1
C11 H11B O2 3_767 0.98 2.71 3.195(9) 111
C11 H11A O3 2_746 0.98 2.42 2.788(9) 102
C31A H31C Cg1 1_655 0.98 2.71 3.48(2) 138
C31A H31C Cg1 3_766 0.98 2.71 3.48(2) 138

_cod_database_fobs_code 1542755
