#------------------------------------------------------------------------------
#$Date: 2016-02-18 17:37:37 +0200 (Thu, 18 Feb 2016) $
#$Revision: 176729 $
#$URL: svn://www.crystallography.net/cod/cif/1/51/93/1519348.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_1519348
loop_
_publ_author_name
'Littlechild, Jenny A.'
'Coles, Simon J.'
'Hursthouse, Michael B.'
_publ_section_title
;
 C15H17NO4
;
_journal_name_full               'Crystal Structure Report Archive'
_journal_page_first              780
_journal_year                    2001
_chemical_formula_sum            'C15 H17 N O4'
_chemical_formula_weight         275.30
_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
_cell_angle_alpha                90.00
_cell_angle_beta                 97.07(3)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   7.6905(15)
_cell_length_b                   9.930(2)
_cell_length_c                   9.0526(18)
_cell_measurement_reflns_used    3865
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      27.48
_cell_measurement_theta_min      2.91
_cell_volume                     686.1(2)
_computing_cell_refinement       'DENZO, COLLECT'
_computing_data_reduction        'DENZO, COLLECT'
_computing_molecular_graphics    'CAMERON (Watkin, Pearce 1995)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      150(2)
_diffrn_detector_area_resol_mean 9.091
_diffrn_measured_fraction_theta_full 0.990
_diffrn_measured_fraction_theta_max 0.990
_diffrn_measurement_device_type  'Nonius KappaCCD Area Detector'
_diffrn_measurement_method       '\\f and \\w scans to fill Ewald Sphere'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'Nonius FR591 rotating anode'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0749
_diffrn_reflns_av_sigmaI/netI    0.0855
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_number            5190
_diffrn_reflns_theta_full        27.49
_diffrn_reflns_theta_max         27.49
_diffrn_reflns_theta_min         3.06
_exptl_absorpt_coefficient_mu    0.097
_exptl_absorpt_correction_T_max  0.9952
_exptl_absorpt_correction_T_min  0.9641
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.333
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             292
_exptl_crystal_size_max          0.38
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.05
_refine_diff_density_max         0.313
_refine_diff_density_min         -0.438
_refine_diff_density_rms         0.080
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   -0.2(14)
_refine_ls_extinction_coef       0.091(14)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.010
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     183
_refine_ls_number_reflns         2916
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.010
_refine_ls_R_factor_all          0.0779
_refine_ls_R_factor_gt           0.0626
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0958P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1451
_refine_ls_wR_factor_ref         0.1562
_reflns_number_gt                2405
_reflns_number_total             2916
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            eCrystal-780.cif
_cod_data_source_block           s92
_cod_depositor_comments
;
Citation :
Littlechild, Jenny A. and Coles, Simon J. and Hursthouse, Michael B. (2001) 
University of Southampton, Crystal Structure Report Archive. 

More at:
http://ecrystals.chem.soton.ac.uk/780/

The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to the built-in table from CIF Core dictionary named
'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_values 3105 2015-03-04 15:46:00Z robertas 
;
_cod_original_cell_volume        686.0(2)
_cod_original_sg_symbol_H-M      P2(1)
_cod_database_code               1519348
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
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.2852(4) 0.9679(3) 0.3896(3) 0.0274(6) Uani 1 1 d . . .
C2 C 0.4028(4) 1.1817(3) 0.4052(3) 0.0307(7) Uani 1 1 d . . .
H2 H 0.5223 1.2224 0.4099 0.037 Uiso 1 1 calc R . .
C3 C 0.3231(4) 1.1572(3) 0.2440(3) 0.0290(6) Uani 1 1 d . . .
H3A H 0.2758 1.2407 0.1946 0.035 Uiso 1 1 calc R . .
H3B H 0.4071 1.1144 0.1840 0.035 Uiso 1 1 calc R . .
C4 C 0.1789(3) 1.0609(3) 0.2774(3) 0.0237(6) Uani 1 1 d . . .
H4 H 0.1282 1.0107 0.1863 0.028 Uiso 1 1 calc R . .
C5 C 0.2821(4) 1.2692(3) 0.4836(3) 0.0272(6) Uani 1 1 d . . .
H5A H 0.2694 1.3580 0.4338 0.033 Uiso 1 1 calc R . .
H5B H 0.3347 1.2839 0.5878 0.033 Uiso 1 1 calc R . .
C6 C 0.1002(3) 1.2047(3) 0.4831(3) 0.0216(5) Uani 1 1 d . . .
H6 H 0.0157 1.2803 0.4903 0.026 Uiso 1 1 calc R . .
C7 C 0.0903(3) 1.1147(3) 0.6204(3) 0.0229(6) Uani 1 1 d . . .
C8 C 0.1039(5) 1.1183(3) 0.8817(3) 0.0358(7) Uani 1 1 d . . .
H8A H -0.0091 1.0715 0.8719 0.054 Uiso 1 1 calc R . .
H8B H 0.1095 1.1827 0.9642 0.054 Uiso 1 1 calc R . .
H8C H 0.1990 1.0526 0.9014 0.054 Uiso 1 1 calc R . .
C9 C -0.1295(3) 1.0766(3) 0.3244(3) 0.0235(6) Uani 1 1 d . . .
H9A H -0.2003 1.1175 0.3969 0.028 Uiso 1 1 calc R . .
H9B H -0.1199 0.9789 0.3453 0.028 Uiso 1 1 calc R . .
C10 C -0.2204(4) 1.0982(3) 0.1685(3) 0.0235(6) Uani 1 1 d . . .
C11 C -0.2360(4) 1.2279(3) 0.1112(3) 0.0294(6) Uani 1 1 d . . .
H11 H -0.1894 1.3018 0.1700 0.035 Uiso 1 1 calc R . .
C12 C -0.3201(4) 1.2504(3) -0.0328(4) 0.0346(7) Uani 1 1 d . . .
H12 H -0.3283 1.3390 -0.0725 0.042 Uiso 1 1 calc R . .
C13 C -0.3909(4) 1.1433(3) -0.1170(3) 0.0374(7) Uani 1 1 d . . .
H13 H -0.4486 1.1587 -0.2145 0.045 Uiso 1 1 calc R . .
C14 C -0.3787(4) 1.0150(3) -0.0610(3) 0.0332(7) Uani 1 1 d . . .
H14 H -0.4279 0.9418 -0.1194 0.040 Uiso 1 1 calc R . .
C15 C -0.2932(4) 0.9919(3) 0.0832(3) 0.0282(6) Uani 1 1 d . . .
H15 H -0.2854 0.9030 0.1222 0.034 Uiso 1 1 calc R . .
N1 N 0.0455(3) 1.1367(2) 0.3423(2) 0.0213(5) Uani 1 1 d . . .
O1 O 0.2707(3) 0.8500(2) 0.4118(3) 0.0383(6) Uani 1 1 d . . .
O2 O 0.4105(3) 1.0458(2) 0.4688(2) 0.0330(5) Uani 1 1 d . . .
O3 O 0.0543(3) 0.9979(2) 0.6201(2) 0.0345(5) Uani 1 1 d . . .
O4 O 0.1222(3) 1.18961(19) 0.7450(2) 0.0308(5) Uani 1 1 d . . .
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_site_symmetry_1
_geom_angle_site_symmetry_3
O1 C1 O2 122.7(3) . .
O1 C1 C4 130.4(3) . .
O2 C1 C4 106.9(2) . .
O2 C2 C5 110.0(2) . .
O2 C2 C3 102.7(2) . .
C5 C2 C3 110.0(2) . .
C4 C3 C2 97.3(2) . .
N1 C4 C3 108.8(2) . .
N1 C4 C1 112.9(2) . .
C3 C4 C1 99.6(2) . .
C2 C5 C6 111.8(2) . .
N1 C6 C5 111.1(2) . .
N1 C6 C7 113.5(2) . .
C5 C6 C7 112.0(2) . .
O3 C7 O4 123.8(2) . .
O3 C7 C6 126.7(2) . .
O4 C7 C6 109.5(2) . .
N1 C9 C10 111.0(2) . .
C15 C10 C11 119.3(3) . .
C15 C10 C9 121.4(2) . .
C11 C10 C9 119.3(2) . .
C10 C11 C12 120.3(3) . .
C13 C12 C11 119.8(3) . .
C14 C13 C12 120.5(3) . .
C13 C14 C15 119.9(3) . .
C10 C15 C14 120.3(3) . .
C4 N1 C6 116.82(19) . .
C4 N1 C9 115.4(2) . .
C6 N1 C9 116.6(2) . .
C1 O2 C2 108.9(2) . .
C7 O4 C8 114.8(2) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
C1 O1 1.195(4) .
C1 O2 1.368(3) .
C1 C4 1.533(4) .
C2 O2 1.465(4) .
C2 C5 1.510(4) .
C2 C3 1.531(4) .
C3 C4 1.523(4) .
C4 N1 1.454(3) .
C5 C6 1.538(4) .
C6 N1 1.458(3) .
C6 C7 1.541(4) .
C7 O3 1.192(3) .
C7 O4 1.348(3) .
C8 O4 1.447(3) .
C9 N1 1.463(3) .
C9 C10 1.511(4) .
C10 C15 1.385(4) .
C10 C11 1.388(4) .
C11 C12 1.401(4) .
C12 C13 1.380(5) .
C13 C14 1.370(5) .
C14 C15 1.405(4) .
