#------------------------------------------------------------------------------
#$Date: 2016-02-14 06:40:26 +0200 (Sun, 14 Feb 2016) $
#$Revision: 176432 $
#$URL: svn://www.crystallography.net/cod/cif/2/21/15/2211578.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_2211578
loop_
_publ_author_name
'Zhi-Fang Yu'
'Juan Li'
'Zhi-Min Zhao'
_publ_section_title
3-(1,3-Benzodioxol-5-yl)-3-hydroxy-N-methyl-N-phenylpropionamide
_journal_coeditor_code           RN2019
_journal_issue                   12
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              o5614
_journal_page_last               o5615
_journal_paper_doi               10.1107/S1600536806047039
_journal_volume                  62
_journal_year                    2006
_chemical_formula_iupac          'C17 H17 N O4'
_chemical_formula_moiety         'C17 H17 N O4'
_chemical_formula_sum            'C17 H17 N O4'
_chemical_formula_weight         299.32
_chemical_melting_point          158
_chemical_name_systematic
;
3-(1,3-Benzodioxol-5-yl)-3-hydroxy-N-methyl-N-phenylpropionamide
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_cell_angle_alpha                90.00
_cell_angle_beta                 105.183(6)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   15.864(5)
_cell_length_b                   11.590(4)
_cell_length_c                   8.356(3)
_cell_measurement_reflns_used    1769
_cell_measurement_temperature    294(2)
_cell_measurement_theta_max      23.01
_cell_measurement_theta_min      3.08
_cell_volume                     1482.7(9)
_computing_cell_refinement       'SAINT (Bruker, 1997)'
_computing_data_collection       'SMART (Bruker, 1997)'
_computing_data_reduction        SAINT
_computing_molecular_graphics    'SHELXTL (Bruker, 1997)'
_computing_publication_material  SHELXTL
_computing_structure_refinement  'SHELXL97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      294(2)
_diffrn_measured_fraction_theta_full 0.994
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measurement_device_type  'Bruker SMART CCD area-detector'
_diffrn_measurement_method       'φ and ω'
_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  0.0421
_diffrn_reflns_av_sigmaI/netI    0.0530
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_number            8186
_diffrn_reflns_theta_full        26.42
_diffrn_reflns_theta_max         26.42
_diffrn_reflns_theta_min         1.33
_diffrn_standards_decay_%        0
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.096
_exptl_absorpt_correction_T_max  0.9886
_exptl_absorpt_correction_T_min  0.9626
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Sheldrick, 1996)'
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.341
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             632
_exptl_crystal_size_max          0.22
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.12
_refine_diff_density_max         0.299
_refine_diff_density_min         -0.187
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.995
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     200
_refine_ls_number_reflns         3038
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.995
_refine_ls_R_factor_all          0.1048
_refine_ls_R_factor_gt           0.0434
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0596P)²+0.1641P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1043
_refine_ls_wR_factor_ref         0.1321
_reflns_number_gt                1648
_reflns_number_total             3038
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            rn2019.cif
_cod_data_source_block           I
_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_enum 1527 2010-12-29 10:47:43Z saulius 

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_cell_volume        1482.9(8)
_cod_original_sg_symbol_Hall     -P2ybc
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               2211578
_cod_database_fobs_code          2211578
loop_
_symmetry_equiv_pos_as_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_refinement_flags
_atom_site_occupancy
O O1 1.05893(10) 0.62061(16) 0.7320(2) 0.0635(5) Uani d . 1
O O2 0.95852(10) 0.48568(14) 0.7645(2) 0.0612(5) Uani d . 1
O O3 0.65580(10) 0.60293(13) 0.3927(2) 0.0594(5) Uani d . 1
H H3 0.6333 0.6523 0.4383 0.089 Uiso calc R 1
O O4 0.59080(10) 0.70204(13) 0.0201(2) 0.0561(5) Uani d . 1
N N1 0.60693(11) 0.53002(16) -0.0927(2) 0.0485(5) Uani d . 1
C C1 1.04957(15) 0.5108(2) 0.8006(3) 0.0609(7) Uani d . 1
H H1A 1.0749 0.5118 0.9196 0.073 Uiso calc R 1
H H1B 1.0793 0.4524 0.7525 0.073 Uiso calc R 1
C C2 0.97936(14) 0.64156(19) 0.6209(3) 0.0467(6) Uani d . 1
C C3 0.92008(14) 0.56078(17) 0.6392(3) 0.0412(5) Uani d . 1
C C4 0.83463(13) 0.56334(17) 0.5482(3) 0.0407(5) Uani d . 1
H H4 0.7950 0.5077 0.5627 0.049 Uiso calc R 1
C C5 0.80889(13) 0.65260(17) 0.4328(3) 0.0389(5) Uani d . 1
C C6 0.87026(16) 0.73405(19) 0.4179(3) 0.0531(6) Uani d . 1
H H6 0.8529 0.7936 0.3418 0.064 Uiso calc R 1
C C7 0.95679(16) 0.7307(2) 0.5115(3) 0.0575(7) Uani d . 1
H H7 0.9971 0.7863 0.5002 0.069 Uiso calc R 1
C C8 0.71767(13) 0.65579(18) 0.3193(3) 0.0427(5) Uani d . 1
H H8 0.7007 0.7362 0.2925 0.051 Uiso calc R 1
C C9 0.71485(14) 0.59071(19) 0.1601(3) 0.0468(6) Uani d . 1
H H9A 0.7647 0.6135 0.1206 0.056 Uiso calc R 1
H H9B 0.7200 0.5087 0.1841 0.056 Uiso calc R 1
C C10 0.63231(13) 0.61186(19) 0.0243(3) 0.0422(5) Uani d . 1
C C11 0.52996(16) 0.5509(2) -0.2313(3) 0.0755(8) Uani d . 1
H H11A 0.4952 0.6110 -0.2019 0.113 Uiso d R 1
H H11B 0.4960 0.4815 -0.2553 0.113 Uiso d R 1
H H11C 0.5483 0.5738 -0.3273 0.113 Uiso d R 1
C C12 0.65673(14) 0.42742(18) -0.1004(3) 0.0423(5) Uani d . 1
C C13 0.73507(15) 0.4351(2) -0.1425(3) 0.0501(6) Uani d . 1
H H13 0.7558 0.5069 -0.1643 0.060 Uiso calc R 1
C C14 0.78245(15) 0.3378(2) -0.1525(3) 0.0552(6) Uani d . 1
H H14 0.8353 0.3438 -0.1803 0.066 Uiso calc R 1
C C15 0.75204(17) 0.2317(2) -0.1216(3) 0.0575(7) Uani d . 1
H H15 0.7845 0.1657 -0.1270 0.069 Uiso calc R 1
C C16 0.67368(17) 0.2231(2) -0.0827(3) 0.0620(7) Uani d . 1
H H16 0.6528 0.1509 -0.0633 0.074 Uiso calc R 1
C C17 0.62518(15) 0.3208(2) -0.0718(3) 0.0556(6) Uani d . 1
H H17 0.5719 0.3145 -0.0455 0.067 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
;
N N 0.0061 0.0033
; 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_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_publ_flag
C2 O1 C1 104.81(17) ?
C3 O2 C1 104.73(17) ?
C8 O3 H3 109.5 ?
C10 N1 C12 123.49(17) ?
C10 N1 C11 119.11(19) ?
C12 N1 C11 117.02(19) ?
O1 C1 O2 107.76(18) yes
O1 C1 H1A 110.2 ?
O2 C1 H1A 110.2 ?
O1 C1 H1B 110.2 ?
O2 C1 H1B 110.2 ?
H1A C1 H1B 108.5 ?
C3 C2 C7 121.8(2) ?
C3 C2 O1 109.9(2) ?
C7 C2 O1 128.2(2) ?
C2 C3 C4 122.3(2) ?
C2 C3 O2 109.78(19) ?
C4 C3 O2 127.81(19) ?
C3 C4 C5 117.76(19) ?
C3 C4 H4 121.1 ?
C5 C4 H4 121.1 ?
C6 C5 C4 118.7(2) ?
C6 C5 C8 120.5(2) ?
C4 C5 C8 120.65(18) ?
C5 C6 C7 122.9(2) ?
C5 C6 H6 118.5 ?
C7 C6 H6 118.5 ?
C2 C7 C6 116.5(2) ?
C2 C7 H7 121.8 ?
C6 C7 H7 121.8 ?
O3 C8 C5 111.97(18) ?
O3 C8 C9 107.33(17) yes
C5 C8 C9 109.97(17) ?
O3 C8 H8 109.2 ?
C5 C8 H8 109.2 ?
C9 C8 H8 109.2 ?
C10 C9 C8 113.44(18) ?
C10 C9 H9A 108.9 ?
C8 C9 H9A 108.9 ?
C10 C9 H9B 108.9 ?
C8 C9 H9B 108.9 ?
H9A C9 H9B 107.7 ?
O4 C10 N1 121.4(2) yes
O4 C10 C9 120.7(2) ?
N1 C10 C9 117.81(19) ?
N1 C11 H11A 109.5 ?
N1 C11 H11B 109.5 ?
H11A C11 H11B 109.5 ?
N1 C11 H11C 109.5 ?
H11A C11 H11C 109.5 ?
H11B C11 H11C 109.5 ?
C17 C12 C13 119.6(2) ?
C17 C12 N1 120.3(2) yes
C13 C12 N1 119.97(19) ?
C14 C13 C12 120.5(2) ?
C14 C13 H13 119.8 ?
C12 C13 H13 119.8 ?
C13 C14 C15 120.1(2) ?
C13 C14 H14 119.9 ?
C15 C14 H14 119.9 ?
C16 C15 C14 119.8(2) ?
C16 C15 H15 120.1 ?
C14 C15 H15 120.1 ?
C15 C16 C17 120.7(2) ?
C15 C16 H16 119.6 ?
C17 C16 H16 119.6 ?
C12 C17 C16 119.3(2) ?
C12 C17 H17 120.4 ?
C16 C17 H17 120.4 ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
O1 C2 1.379(3) yes
O1 C1 1.419(3) yes
O2 C3 1.376(3) yes
O2 C1 1.426(3) yes
O3 C8 1.425(2) yes
O3 H3 0.8200 ?
O4 C10 1.231(2) yes
N1 C10 1.346(3) ?
N1 C12 1.438(3) ?
N1 C11 1.466(3) ?
C1 H1A 0.9700 ?
C1 H1B 0.9700 ?
C2 C3 1.364(3) ?
C2 C7 1.364(3) ?
C3 C4 1.370(3) ?
C4 C5 1.400(3) ?
C4 H4 0.9300 ?
C5 C6 1.385(3) ?
C5 C8 1.509(3) ?
C6 C7 1.391(3) ?
C6 H6 0.9300 ?
C7 H7 0.9300 ?
C8 C9 1.520(3) ?
C8 H8 0.9800 ?
C9 C10 1.511(3) ?
C9 H9A 0.9700 ?
C9 H9B 0.9700 ?
C11 H11A 0.9600 ?
C11 H11B 0.9600 ?
C11 H11C 0.9600 ?
C12 C17 1.377(3) ?
C12 C13 1.381(3) ?
C13 C14 1.370(3) ?
C13 H13 0.9300 ?
C14 C15 1.370(3) ?
C14 H14 0.9300 ?
C15 C16 1.369(3) ?
C15 H15 0.9300 ?
C16 C17 1.385(3) ?
C16 H16 0.9300 ?
C17 H17 0.9300 ?
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_publ_flag
C2 O1 C1 O2 -16.6(2) ?
C3 O2 C1 O1 17.2(2) ?
C1 O1 C2 C3 9.7(2) ?
C1 O1 C2 C7 -173.5(2) ?
C7 C2 C3 C4 0.6(3) ?
O1 C2 C3 C4 177.62(19) ?
C7 C2 C3 O2 -176.0(2) ?
O1 C2 C3 O2 1.0(2) ?
C1 O2 C3 C2 -11.2(2) ?
C1 O2 C3 C4 172.4(2) yes
C2 C3 C4 C5 0.3(3) ?
O2 C3 C4 C5 176.20(19) ?
C3 C4 C5 C6 -0.8(3) ?
C3 C4 C5 C8 175.33(18) ?
C4 C5 C6 C7 0.6(3) ?
C8 C5 C6 C7 -175.6(2) ?
C3 C2 C7 C6 -0.8(4) ?
O1 C2 C7 C6 -177.3(2) ?
C5 C6 C7 C2 0.2(4) ?
C6 C5 C8 O3 -154.59(19) ?
C4 C5 C8 O3 29.3(3) yes
C6 C5 C8 C9 86.2(2) ?
C4 C5 C8 C9 -89.9(2) ?
O3 C8 C9 C10 71.0(2) ?
C5 C8 C9 C10 -166.92(18) ?
C12 N1 C10 O4 175.03(19) ?
C11 N1 C10 O4 2.3(3) ?
C12 N1 C10 C9 -3.8(3) ?
C11 N1 C10 C9 -176.5(2) ?
C8 C9 C10 O4 26.3(3) ?
C8 C9 C10 N1 -154.86(18) ?
C10 N1 C12 C17 113.0(2) ?
C11 N1 C12 C17 -74.1(3) ?
C10 N1 C12 C13 -69.4(3) ?
C11 N1 C12 C13 103.5(3) yes
C17 C12 C13 C14 -1.5(3) ?
N1 C12 C13 C14 -179.1(2) ?
C12 C13 C14 C15 0.4(4) ?
C13 C14 C15 C16 0.8(4) ?
C14 C15 C16 C17 -0.9(4) ?
C13 C12 C17 C16 1.3(3) ?
N1 C12 C17 C16 178.9(2) ?
C15 C16 C17 C12 -0.1(4) ?
