#------------------------------------------------------------------------------
#$Date: 2017-10-13 10:03:29 +0200 (vie 13 de oct de 2017) $
#$Revision: 201974 $
#$URL: svn://www.crystallography.net/cod/cif/2/21/95/2219527.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_2219527
loop_
_publ_author_name
'Tang, Gui Hong'
'Li, Dong Dong'
'Zeng, Xiang Chao'
'Dong, Shi Song'
'Wang, Yan Shuang'
_publ_section_title
;
 Methyl (1H-pyrrol-2-ylcarbonylamino)acetate
;
_journal_coeditor_code           CF2214
_journal_issue                   10
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              o1867
_journal_paper_doi               10.1107/S1600536808027451
_journal_volume                  64
_journal_year                    2008
_chemical_formula_iupac          'C8 H10 N2 O3'
_chemical_formula_moiety         'C8 H10 N2 O3'
_chemical_formula_sum            'C8 H10 N2 O3'
_chemical_formula_weight         182.18
_chemical_melting_point          420
_chemical_name_systematic
;
Methyl (1H-pyrrol-2-ylcarbonylamino)acetate
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 108.060(3)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   11.3398(19)
_cell_length_b                   5.0732(9)
_cell_length_c                   16.500(3)
_cell_measurement_reflns_used    3468
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      27.03
_cell_measurement_theta_min      2.60
_cell_volume                     902.5(3)
_computing_cell_refinement       'SAINT-Plus (Bruker, 1999)'
_computing_data_collection       'SMART (Bruker, 1999)'
_computing_data_reduction        'SAINT-Plus (Bruker, 1999)'
_computing_molecular_graphics    'SHELXTL (Sheldrick, 2008)'
_computing_publication_material  'SHELXTL (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      173(2)
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_device_type  'Bruker SMART 1K 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  0.0326
_diffrn_reflns_av_sigmaI/netI    0.0366
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       5
_diffrn_reflns_limit_k_min       -6
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            4219
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         25.00
_diffrn_reflns_theta_min         1.93
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.104
_exptl_absorpt_correction_T_max  0.979
_exptl_absorpt_correction_T_min  0.952
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Sheldrick, 1997)'
_exptl_crystal_colour            'light yellow'
_exptl_crystal_density_diffrn    1.341
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             384
_exptl_crystal_size_max          0.48
_exptl_crystal_size_mid          0.41
_exptl_crystal_size_min          0.21
_refine_diff_density_max         0.208
_refine_diff_density_min         -0.312
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.101
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     119
_refine_ls_number_reflns         1576
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.101
_refine_ls_R_factor_all          0.0556
_refine_ls_R_factor_gt           0.0521
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.1092P)²+0.2414P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1607
_refine_ls_wR_factor_ref         0.1661
_reflns_number_gt                1417
_reflns_number_total             1576
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            cf2214.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_sg_symbol_H-M      'P 21/n'
_cod_database_code               2219527
_cod_database_fobs_code          2219527
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -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 0.89632(13) 0.2572(2) 0.45357(8) 0.0387(4) Uani d . 1
O O2 0.63332(13) 0.2895(3) 0.31013(8) 0.0391(4) Uani d . 1
N N2 0.85781(14) 0.5697(3) 0.35256(9) 0.0343(4) Uani d . 1
H H2 0.8777 0.6472 0.3109 0.041 Uiso calc R 1
O O3 0.58657(13) 0.4945(3) 0.41547(9) 0.0513(5) Uani d . 1
C C3 1.06971(17) 0.3350(4) 0.29921(12) 0.0364(5) Uani d . 1
H H3 1.0414 0.4778 0.2608 0.044 Uiso calc R 1
N N1 1.08932(14) 0.0465(3) 0.40331(10) 0.0343(4) Uani d . 1
H H1 1.0773 -0.0386 0.4466 0.041 Uiso calc R 1
C C5 0.92253(15) 0.3607(3) 0.39334(10) 0.0306(5) Uani d . 1
C C6 0.75496(17) 0.6645(3) 0.37859(12) 0.0352(5) Uani d . 1
H H6A 0.7211 0.8266 0.3464 0.042 Uiso calc R 1
H H6B 0.7847 0.7099 0.4400 0.042 Uiso calc R 1
C C7 0.65395(17) 0.4608(3) 0.36324(11) 0.0329(5) Uani d . 1
C C4 1.02305(17) 0.2601(3) 0.36367(11) 0.0313(5) Uani d . 1
C C1 1.17634(18) -0.0142(4) 0.36582(13) 0.0394(5) Uani d . 1
H H1A 1.2344 -0.1546 0.3817 0.047 Uiso calc R 1
C C2 1.16634(18) 0.1618(4) 0.30085(13) 0.0413(5) Uani d . 1
H H2A 1.2159 0.1652 0.2638 0.050 Uiso calc R 1
C C8 0.4845(3) 0.3088(6) 0.40341(18) 0.0720(9) Uani d . 1
H H8A 0.4282 0.3231 0.3450 0.108 Uiso calc R 1
H H8B 0.4391 0.3494 0.4437 0.108 Uiso calc R 1
H H8C 0.5174 0.1290 0.4135 0.108 Uiso calc R 1
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_12
_atom_site_aniso_U_13
_atom_site_aniso_U_23
O1 0.0451(8) 0.0384(8) 0.0386(8) 0.0040(6) 0.0217(6) 0.0103(5)
O2 0.0448(8) 0.0368(7) 0.0392(8) -0.0018(6) 0.0180(6) -0.0094(6)
N2 0.0403(9) 0.0297(8) 0.0388(9) 0.0010(6) 0.0207(7) 0.0065(6)
O3 0.0508(9) 0.0644(10) 0.0499(9) -0.0184(7) 0.0319(8) -0.0247(7)
C3 0.0388(10) 0.0350(10) 0.0387(10) -0.0025(8) 0.0166(8) 0.0063(8)
N1 0.0376(9) 0.0304(8) 0.0385(9) -0.0018(6) 0.0170(7) 0.0044(6)
C5 0.0330(9) 0.0288(10) 0.0315(9) -0.0055(7) 0.0120(8) 0.0008(7)
C6 0.0423(11) 0.0274(9) 0.0394(10) 0.0022(7) 0.0178(8) -0.0003(7)
C7 0.0383(10) 0.0322(9) 0.0304(9) 0.0046(7) 0.0141(8) -0.0008(7)
C4 0.0341(9) 0.0270(9) 0.0337(10) -0.0042(7) 0.0119(8) 0.0006(7)
C1 0.0368(10) 0.0345(10) 0.0502(12) 0.0011(8) 0.0184(9) 0.0004(8)
C2 0.0416(11) 0.0416(11) 0.0492(12) -0.0029(8) 0.0265(9) 0.0022(9)
C8 0.0677(16) 0.097(2) 0.0690(16) -0.0400(15) 0.0468(14) -0.0364(15)
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
C5 N2 C6 118.64(14)
C5 N2 H2 120.7
C6 N2 H2 120.7
C7 O3 C8 114.87(16)
C4 C3 C2 107.31(17)
C4 C3 H3 126.3
C2 C3 H3 126.3
C1 N1 C4 109.46(15)
C1 N1 H1 125.3
C4 N1 H1 125.3
O1 C5 N2 120.38(16)
O1 C5 C4 121.72(16)
N2 C5 C4 117.89(14)
N2 C6 C7 111.34(14)
N2 C6 H6A 109.4
C7 C6 H6A 109.4
N2 C6 H6B 109.4
C7 C6 H6B 109.4
H6A C6 H6B 108.0
O2 C7 O3 122.96(17)
O2 C7 C6 125.73(17)
O3 C7 C6 111.30(15)
N1 C4 C3 107.59(16)
N1 C4 C5 119.11(15)
C3 C4 C5 133.30(17)
N1 C1 C2 108.28(17)
N1 C1 H1A 125.9
C2 C1 H1A 125.9
C1 C2 C3 107.37(17)
C1 C2 H2A 126.3
C3 C2 H2A 126.3
O3 C8 H8A 109.5
O3 C8 H8B 109.5
H8A C8 H8B 109.5
O3 C8 H8C 109.5
H8A C8 H8C 109.5
H8B C8 H8C 109.5
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
O1 C5 1.239(2)
O2 C7 1.204(2)
N2 C5 1.345(2)
N2 C6 1.444(2)
N2 H2 0.880
O3 C7 1.328(2)
O3 C8 1.458(3)
C3 C4 1.380(2)
C3 C2 1.398(3)
C3 H3 0.950
N1 C1 1.353(2)
N1 C4 1.365(2)
N1 H1 0.880
C5 C4 1.465(2)
C6 C7 1.505(3)
C6 H6A 0.990
C6 H6B 0.990
C1 C2 1.373(3)
C1 H1A 0.950
C2 H2A 0.950
C8 H8A 0.980
C8 H8B 0.980
C8 H8C 0.980
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
N1 H1 O1 3_756 0.88 1.93 2.782(2) 162.1
N2 H2 O2 2_655 0.88 2.09 2.9372(19) 161.2
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 N2 C5 O1 -2.1(2)
C6 N2 C5 C4 177.39(15)
C5 N2 C6 C7 -63.6(2)
C8 O3 C7 O2 -0.4(3)
C8 O3 C7 C6 178.56(19)
N2 C6 C7 O2 -26.5(3)
N2 C6 C7 O3 154.55(16)
C1 N1 C4 C3 0.2(2)
C1 N1 C4 C5 179.57(16)
C2 C3 C4 N1 -0.2(2)
C2 C3 C4 C5 -179.42(19)
O1 C5 C4 N1 0.2(3)
N2 C5 C4 N1 -179.30(14)
O1 C5 C4 C3 179.36(19)
N2 C5 C4 C3 -0.1(3)
C4 N1 C1 C2 -0.1(2)
N1 C1 C2 C3 0.0(2)
C4 C3 C2 C1 0.1(2)
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 168463
