#------------------------------------------------------------------------------
#$Date: 2016-02-13 14:50:18 +0200 (Sat, 13 Feb 2016) $
#$Revision: 176428 $
#$URL: svn://www.crystallography.net/cod/cif/1/52/02/1520274.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_1520274
loop_
_publ_author_name
'Coles, Simon J.'
'Hursthouse, Michael B.'
'Motherwell, W.'
_publ_section_title
;
 C17H21NO4
;
_journal_name_full               'Crystal Structure Report Archive'
_journal_page_first              416
_journal_year                    2008
_chemical_formula_sum            'C17 H21 N O4'
_chemical_formula_weight         303.35
_space_group_IT_number           20
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  'C 2c 2'
_symmetry_space_group_name_H-M   'C 2 2 21'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_formula_units_Z            8
_cell_length_a                   7.4019(2)
_cell_length_b                   15.8155(3)
_cell_length_c                   26.8034(4)
_cell_measurement_reflns_used    16202
_cell_measurement_temperature    120(2)
_cell_measurement_theta_max      27.48
_cell_measurement_theta_min      2.91
_cell_volume                     3137.73(11)
_computing_cell_refinement       'DENZO, COLLECT'
_computing_data_reduction        'DENZO, COLLECT'
_computing_molecular_graphics    'PLATON (Spek, 2003)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      120(2)
_diffrn_detector_area_resol_mean 9.091
_diffrn_measured_fraction_theta_full 0.992
_diffrn_measured_fraction_theta_max 0.992
_diffrn_measurement_device_type  'Bruker-Nonius KappaCCD Area Detector'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'Bruker-Nonius FR591 rotating anode'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0493
_diffrn_reflns_av_sigmaI/netI    0.0280
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_l_max       34
_diffrn_reflns_limit_l_min       -34
_diffrn_reflns_number            28149
_diffrn_reflns_theta_full        27.50
_diffrn_reflns_theta_max         27.50
_diffrn_reflns_theta_min         2.99
_exptl_absorpt_coefficient_mu    0.091
_exptl_absorpt_correction_T_max  0.9820
_exptl_absorpt_correction_T_min  0.9644
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS V2.10 (Sheldrick, G.M., 2003)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.284
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1296
_exptl_crystal_size_max          0.40
_exptl_crystal_size_mid          0.35
_exptl_crystal_size_min          0.20
_refine_diff_density_max         0.146
_refine_diff_density_min         -0.153
_refine_diff_density_rms         0.037
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   -0.2(7)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.039
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     201
_refine_ls_number_reflns         3609
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.039
_refine_ls_R_factor_all          0.0375
_refine_ls_R_factor_gt           0.0339
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0406P)²+0.8871P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0763
_refine_ls_wR_factor_ref         0.0784
_reflns_number_gt                3401
_reflns_number_total             3609
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            eCrystal-416.cif
_cod_data_source_block           2007src1588
_cod_depositor_comments
;
Citation :
Coles, Simon J. and Hursthouse, Michael B. and Motherwell, W. (2008) 
University of Southampton, Crystal Structure Report Archive. 
(doi:10.5258/ecrystals/416)

More at:
http://ecrystals.chem.soton.ac.uk/416/

The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Orthorhombic' changed to
'orthorhombic' 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 3392 2015-05-12 13:50:21Z andrius 
;
_cod_original_sg_symbol_H-M      C222(1)
_cod_database_code               1520274
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, z+1/2'
'-x, y, -z+1/2'
'x, -y, -z'
'x+1/2, y+1/2, z'
'-x+1/2, -y+1/2, z+1/2'
'-x+1/2, y+1/2, -z+1/2'
'x+1/2, -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 0.06806(18) 0.30001(8) 0.00241(5) 0.0244(2) Uani 1 1 d . . .
C2 C -0.0787(2) 0.40888(9) 0.04123(5) 0.0276(3) Uani 1 1 d . . .
H2A H -0.2105 0.3989 0.0437 0.033 Uiso 1 1 calc R . .
H2B H -0.0553 0.4702 0.0446 0.033 Uiso 1 1 calc R . .
C3 C 0.02238(17) 0.35917(7) 0.08153(4) 0.0204(2) Uani 1 1 d . . .
H3 H -0.0640 0.3418 0.1083 0.024 Uiso 1 1 calc R . .
C4 C 0.18511(18) 0.40459(7) 0.10508(4) 0.0214(2) Uani 1 1 d . . .
H4 H 0.2449 0.3637 0.1282 0.026 Uiso 1 1 calc R . .
C5 C 0.3255(2) 0.43115(9) 0.06629(5) 0.0287(3) Uani 1 1 d . . .
H5A H 0.2699 0.4700 0.0423 0.043 Uiso 1 1 calc R . .
H5B H 0.3701 0.3810 0.0487 0.043 Uiso 1 1 calc R . .
H5C H 0.4264 0.4595 0.0830 0.043 Uiso 1 1 calc R . .
C6 C 0.1222(2) 0.48019(8) 0.13639(5) 0.0333(3) Uani 1 1 d . . .
H6A H 0.2243 0.5023 0.1557 0.050 Uiso 1 1 calc R . .
H6B H 0.0264 0.4621 0.1592 0.050 Uiso 1 1 calc R . .
H6C H 0.0758 0.5245 0.1143 0.050 Uiso 1 1 calc R . .
C7 C 0.15418(17) 0.21121(7) 0.07375(4) 0.0201(2) Uani 1 1 d . . .
H7 H 0.2874 0.2131 0.0799 0.024 Uiso 1 1 calc R . .
C8 C 0.0756(2) 0.12689(8) 0.06064(4) 0.0258(3) Uani 1 1 d . . .
H8A H 0.1590 0.0781 0.0584 0.031 Uiso 1 1 calc R . .
H8B H -0.0264 0.1257 0.0367 0.031 Uiso 1 1 calc R . .
C9 C 0.04156(18) 0.16437(7) 0.11159(4) 0.0223(3) Uani 1 1 d . . .
H9 H -0.0827 0.1874 0.1170 0.027 Uiso 1 1 calc R . .
C10 C 0.1299(2) 0.12702(8) 0.15661(5) 0.0275(3) Uani 1 1 d . . .
H10A H 0.0480 0.0858 0.1728 0.033 Uiso 1 1 calc R . .
H10B H 0.2425 0.0974 0.1470 0.033 Uiso 1 1 calc R . .
C11 C 0.2312(2) 0.17364(8) 0.23578(5) 0.0282(3) Uani 1 1 d . . .
C12 C 0.27450(17) 0.24789(8) 0.26768(4) 0.0216(2) Uani 1 1 d . . .
C13 C 0.24390(18) 0.33035(7) 0.25156(5) 0.0234(3) Uani 1 1 d . . .
H13 H 0.1930 0.3405 0.2196 0.028 Uiso 1 1 calc R . .
C14 C 0.2882(2) 0.39778(9) 0.28252(5) 0.0282(3) Uani 1 1 d . . .
H14 H 0.2681 0.4542 0.2718 0.034 Uiso 1 1 calc R . .
C15 C 0.3620(2) 0.38210(9) 0.32927(5) 0.0297(3) Uani 1 1 d . . .
H15 H 0.3925 0.4282 0.3503 0.036 Uiso 1 1 calc R . .
C16 C 0.39171(17) 0.30006(9) 0.34561(4) 0.0267(3) Uani 1 1 d . . .
H16 H 0.4415 0.2901 0.3778 0.032 Uiso 1 1 calc R . .
C17 C 0.34835(18) 0.23257(9) 0.31479(4) 0.0247(3) Uani 1 1 d . . .
H17 H 0.3688 0.1762 0.3257 0.030 Uiso 1 1 calc R . .
N1 N 0.07447(15) 0.28509(6) 0.05216(3) 0.0204(2) Uani 1 1 d . . .
O1 O 0.11912(14) 0.25524(7) -0.03147(3) 0.0334(2) Uani 1 1 d . . .
O2 O -0.00880(13) 0.37737(6) -0.00587(3) 0.0287(2) Uani 1 1 d . . .
O3 O 0.16993(13) 0.19603(6) 0.19051(3) 0.0246(2) Uani 1 1 d . . .
O4 O 0.2486(2) 0.10128(6) 0.24871(5) 0.0579(4) 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 N1 128.68(13) . .
O1 C1 O2 122.05(12) . .
N1 C1 O2 109.28(11) . .
O2 C2 C3 105.24(10) . .
N1 C3 C2 99.23(9) . .
N1 C3 C4 112.86(10) . .
C2 C3 C4 115.61(10) . .
C5 C4 C6 111.36(11) . .
C5 C4 C3 112.43(10) . .
C6 C4 C3 110.56(11) . .
N1 C7 C8 118.17(10) . .
N1 C7 C9 116.45(10) . .
C8 C7 C9 60.34(8) . .
C7 C8 C9 60.18(8) . .
C10 C9 C7 119.71(12) . .
C10 C9 C8 120.16(11) . .
C7 C9 C8 59.48(8) . .
O3 C10 C9 107.32(10) . .
O4 C11 O3 123.20(13) . .
O4 C11 C12 124.22(12) . .
O3 C11 C12 112.57(10) . .
C13 C12 C17 120.43(12) . .
C13 C12 C11 121.74(11) . .
C17 C12 C11 117.83(11) . .
C14 C13 C12 119.67(12) . .
C15 C14 C13 119.60(13) . .
C16 C15 C14 120.94(13) . .
C15 C16 C17 119.67(12) . .
C16 C17 C12 119.69(12) . .
C1 N1 C7 123.68(10) . .
C1 N1 C3 112.39(10) . .
C7 N1 C3 123.00(9) . .
C1 O2 C2 108.30(9) . .
C11 O3 C10 115.87(10) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
C1 O1 1.2120(16) .
C1 N1 1.3548(16) .
C1 O2 1.3675(16) .
C2 O2 1.4527(16) .
C2 C3 1.5312(17) .
C3 N1 1.4632(14) .
C3 C4 1.5380(16) .
C4 C5 1.5286(18) .
C4 C6 1.5332(17) .
C7 N1 1.4313(15) .
C7 C8 1.4969(16) .
C7 C9 1.5074(16) .
C8 C9 1.5099(16) .
C9 C10 1.4943(18) .
C10 O3 1.4506(15) .
C11 O4 1.2026(15) .
C11 O3 1.3429(15) .
C11 C12 1.4876(17) .
C12 C13 1.3923(16) .
C12 C17 1.3972(17) .
C13 C14 1.3904(18) .
C14 C15 1.3894(18) .
C15 C16 1.387(2) .
C16 C17 1.3874(19) .
