#------------------------------------------------------------------------------
#$Date: 2016-02-19 16:29:56 +0200 (Fri, 19 Feb 2016) $
#$Revision: 176759 $
#$URL: svn://www.crystallography.net/cod/cif/2/00/34/2003400.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_2003400
loop_
_publ_author_name
'Linden, A.'
'Wright, A. D.'
'König, G. M.'
_publ_section_title
;
 N,N-Dimethyl-1H-pyrrole-2-carboxamide
;
_journal_issue                   4
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              744
_journal_page_last               747
_journal_paper_doi               10.1107/S0108270194011285
_journal_volume                  51
_journal_year                    1995
_chemical_compound_source
;
Suitable crystals of the title compound were
obtained from aqueous solution.
;
_chemical_formula_moiety         'C7 H10 N2 O'
_chemical_formula_sum            'C7 H10 N2 O'
_chemical_formula_weight         138.17
_chemical_name_common            ' ?'
_chemical_name_systematic        ' N,N-dimethyl-1H-pyrrole-2-carboxamide'
_space_group_IT_number           15
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-C 2yc'
_symmetry_space_group_name_H-M   'C 1 2/c 1'
_cell_angle_alpha                90
_cell_angle_beta                 91.82(1)
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   15.620(2)
_cell_length_b                   6.887(2)
_cell_length_c                   13.616(2)
_cell_measurement_reflns_used    19
_cell_measurement_temperature    173(1)
_cell_measurement_theta_max      18.5
_cell_measurement_theta_min      15
_cell_volume                     1464.0(5)
_computing_cell_refinement
;
MSC/AFC Diffractometer Control Software
(Molecular Structure Corporation, 1991)
;
_computing_data_collection
;
MSC/AFC Diffractometer Control Software
(Molecular Structure Corporation, 1991)
;
_computing_data_reduction
;
TEXSAN PROCESS (Molecular Structure Corporation, 1989)
;
_computing_molecular_graphics    'ORTEPII (Johnson, 1976)'
_computing_publication_material
;
TEXSAN FINISH (Molecular Structure Corporation, 1989)
;
_computing_structure_refinement
;
TEXSAN LS (Molecular Structure Corporation, 1989)
;
_computing_structure_solution
' by direct methods using SHELXS86 direct methods (Sheldrick, 1990)'
_diffrn_ambient_temperature      173.0(10)
_diffrn_measurement_device       'Rigaku AFC-5R diffractometer'
_diffrn_measurement_method       'ω/2θ scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'Rigaku rotating anode generator'
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71069
_diffrn_reflns_av_R_equivalents  0.040
_diffrn_reflns_limit_h_max       21
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            2375
_diffrn_reflns_theta_max         30
_diffrn_reflns_theta_min         2.5
_diffrn_standards_decay_%        insignificant
_diffrn_standards_interval_count 150
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    0.0809
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.254
_exptl_crystal_description       prism
_exptl_crystal_F_000             592
_exptl_crystal_size_max          0.35
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.13
_refine_diff_density_max         0.18
_refine_diff_density_min         -0.19
_refine_ls_abs_structure_details ' ?'
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_obs   1.611
_refine_ls_matrix_type           full
_refine_ls_number_constraints    5
_refine_ls_number_parameters     126
_refine_ls_number_reflns         890
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1618
_refine_ls_R_factor_obs          0.0442
_refine_ls_shift/esd_max         0.0006
_refine_ls_structure_factor_coef F
_refine_ls_weighting_details     'w = 1/[σ²Fₒ + (0.005Fₒ)²]'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_all         0.0461
_refine_ls_wR_factor_obs         0.0353
_reflns_number_observed          890
_reflns_number_total             2135
_reflns_observed_criterion       'I > 3\s(I)'
_cod_data_source_file            pa1149.cif
_cod_data_source_block           L9402
_cod_depositor_comments
;
The following automatic conversions were performed:

'_refine_ls_weighting_scheme' value 'w = 1/[\s^2^F~o~ +
(0.005F~o~)^2^]' was changed to 'calc'. New tag
'_refine_ls_weighting_details' was created. The value of the new tag
was set to 'w = 1/[\s^2^F~o~ + (0.005F~o~)^2^]'.

Automatic conversion script
Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas 
;
_cod_original_cell_volume        1463.9(5)
_cod_database_code               2003400
_cod_database_fobs_code          2003400
loop_
_symmetry_equiv_pos_as_xyz
x,y,z
-x,y,1/2-z
-x,-y,-z
x,-y,1/2+z
1/2+x,1/2+y,z
1/2-x,1/2+y,1/2-z
1/2-x,1/2-y,-z
1/2+x,1/2-y,1/2+z
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_12
_atom_site_aniso_U_13
_atom_site_aniso_U_22
_atom_site_aniso_U_23
_atom_site_aniso_U_33
_atom_site_aniso_type_symbol
O(1) 0.062(1) 0.033(1) 0.0113(9) 0.058(1) -0.001(1) 0.047(1) O
N(1) 0.040(1) 0.007(1) 0.002(1) 0.037(1) -0.007(1) 0.045(1) N
C(2) 0.032(1) 0.004(1) -0.005(1) 0.034(1) -0.010(1) 0.038(1) C
C(3) 0.032(1) 0.010(1) -0.004(1) 0.049(2) -0.011(1) 0.047(2) C
C(4) 0.037(1) 0.000(2) 0.004(1) 0.063(2) -0.007(2) 0.043(2) C
C(5) 0.048(2) 0.000(2) -0.001(1) 0.042(2) -0.001(1) 0.044(2) C
C(6) 0.030(1) 0.010(1) -0.003(1) 0.045(2) -0.004(1) 0.042(1) C
N(7) 0.035(1) 0.007(1) -0.002(1) 0.039(1) -0.003(1) 0.047(1) N
C(8) 0.068(2) 0.010(2) 0.006(2) 0.040(2) -0.013(2) 0.066(2) C
C(9) 0.045(2) 0.005(2) 0.002(1) 0.059(2) 0.009(2) 0.059(2) C
loop_
_atom_site_label
_atom_site_occupancy
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_thermal_displace_type
_atom_site_calc_flag
_atom_site_calc_attached_atom
_atom_site_refinement_flags
_atom_site_disorder_group
_atom_site_type_symbol
O(1) 1 0.0520(1) 0.3418(3) 0.0712(1) 0.0553(7) Uani d ? . . O
N(1) 1 0.0914(1) 0.4312(3) -0.1168(2) 0.0404(7) Uani d ? . . N
C(2) 1 0.1297(1) 0.2770(3) -0.0694(2) 0.0347(8) Uani d ? . . C
C(3) 1 0.1992(2) 0.2248(4) -0.1237(2) 0.0426(9) Uani d ? . . C
C(4) 1 0.2015(2) 0.3487(4) -0.2053(2) 0.048(1) Uani d ? . . C
C(5) 1 0.1337(2) 0.4750(4) -0.2000(2) 0.045(1) Uani d ? . . C
C(6) 1 0.0935(2) 0.2198(4) 0.0248(2) 0.0389(8) Uani d ? . . C
N(7) 1 0.1036(1) 0.0378(3) 0.0592(1) 0.0404(7) Uani d ? . . N
C(8) 1 0.1521(2) -0.1157(5) 0.0131(3) 0.058(1) Uani d ? . . C
C(9) 1 0.0686(2) -0.0088(4) 0.1550(2) 0.054(1) Uani d ? . . C
H(1) 1 0.044(2) 0.496(3) -0.096(2) 0.056(8) Uiso d ? . . H
H(31) 1 0.238(1) 0.125(3) -0.106(2) 0.047(7) Uiso d ? . . H
H(41) 1 0.241(2) 0.349(3) -0.258(2) 0.052(7) Uiso d ? . . H
H(51) 1 0.112(1) 0.579(3) -0.245(2) 0.058(8) Uiso d ? . . H
H(81) 1 0.146(1) -0.105(3) -0.060(2) 0.053(8) Uiso d ? . . H
H(82) 1 0.216(2) -0.106(4) 0.030(2) 0.070(9) Uiso d ? . . H
H(83) 1 0.127(2) -0.235(4) 0.034(2) 0.08(1) Uiso d ? . . H
H(91) 0.59(8) 0.112 0.009 0.205 0.06(1) Uiso calc C(9) P A H
H(92) 0.59(8) 0.050 -0.141 0.155 0.07(2) Uiso calc C(9) P A H
H(93) 0.59(8) 0.021 0.073 0.167 0.06(1) Uiso calc C(9) P A H
H(94) 0.41(8) 0.010 -0.046 0.146 0.06(2) Uiso calc C(9) P B H
H(95) 0.41(8) 0.100 -0.114 0.184 0.13(2) Uiso calc C(9) P B H
H(96) 0.41(8) 0.073 0.101 0.197 0.16(2) Uiso calc C(9) P B H
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_source
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
C C
; International Tables for Crystallography (1992, Vol. C,
Tables 4.2.6.8 and 6.1.1.4)
;
0.0033 0.0016
H H
; International Tables for Crystallography (1992, Vol. C,
Tables 4.2.6.8 and 6.1.1.4)
;
0.000 0.000
N N
; International Tables for Crystallography (1992, Vol. C,
Tables 4.2.6.8 and 6.1.1.4)
;
0.0061 0.0033
O O
; International Tables for Crystallography (1992, Vol. C,
Tables 4.2.6.8 and 6.1.1.4)
;
0.0106 0.0060
loop_
_diffrn_standard_refln_index_h
_diffrn_standard_refln_index_k
_diffrn_standard_refln_index_l
5 -1 -1
6 0 0
4 0 2
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
C(2) N(1) C(5) . 110.3(2) yes
N(1) C(2) C(3) . 106.8(2) yes
N(1) C(2) C(6) . 116.3(2) yes
C(3) C(2) C(6) . 136.7(2) yes
C(2) C(3) C(4) . 107.8(2) yes
C(3) C(4) C(5) . 107.7(2) yes
N(1) C(5) C(4) . 107.4(2) yes
O(1) C(6) N(7) . 120.6(2) yes
O(1) C(6) C(2) . 118.8(2) yes
C(2) C(6) N(7) . 120.6(2) yes
C(6) N(7) C(8) . 125.7(2) yes
C(6) N(7) C(9) . 118.1(2) yes
C(8) N(7) C(9) . 116.1(2) yes
C(2) N(1) H(1) . 126.0(10) ?
C(5) N(1) H(1) . 124.0(10) ?
C(2) C(3) H(31) . 125.0(10) ?
C(4) C(3) H(31) . 127.0(10) ?
C(3) C(4) H(41) . 129.0(10) ?
C(5) C(4) H(41) . 124.0(10) ?
N(1) C(5) H(51) . 120.0(10) ?
C(4) C(5) H(51) . 132.0(10) ?
N(7) C(8) H(81) . 110.0(10) ?
N(7) C(8) H(82) . 112.0(10) ?
N(7) C(8) H(83) . 106(2) ?
H(81) C(8) H(82) . 106(2) ?
H(81) C(8) H(83) . 109(2) ?
H(82) C(8) H(83) . 113(2) ?
N(7) C(9) H(91) . 109.5 ?
N(7) C(9) H(92) . 109.3 ?
N(7) C(9) H(93) . 109.7 ?
N(7) C(9) H(94) . 109.5 ?
N(7) C(9) H(95) . 109.3 ?
N(7) C(9) H(96) . 109.7 ?
H(91) C(9) H(92) . 109.2 ?
H(91) C(9) H(93) . 109.7 ?
H(92) C(9) H(93) . 109.4 ?
H(94) C(9) H(95) . 109.2 ?
H(94) C(9) H(96) . 109.7 ?
H(95) C(9) H(96) . 109.5 ?
N(1) H(1) O(1) 3_565 171(2) ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
O(1) C(6) 1.246(3) yes
N(1) C(2) 1.371(3) yes
N(1) C(5) 1.363(3) yes
C(2) C(3) 1.381(3) yes
C(2) C(6) 1.472(3) yes
C(3) C(4) 1.402(4) yes
C(4) C(5) 1.373(4) yes
C(6) N(7) 1.346(3) yes
N(7) C(8) 1.454(3) yes
N(7) C(9) 1.465(3) yes
N(1) H(1) 0.92(2) ?
C(3) H(31) 0.95(2) ?
C(4) H(41) 0.97(2) ?
C(5) H(51) 1.00(2) ?
C(8) H(81) 1.00(2) ?
C(8) H(82) 1.02(2) ?
C(8) H(83) 0.96(3) ?
C(9) H(91) 0.95 ?
C(9) H(92) 0.95 ?
C(9) H(93) 0.95 ?
C(9) H(94) 0.95 ?
C(9) H(95) 0.95 ?
C(9) H(96) 0.95 ?
loop_
_geom_contact_atom_site_label_1
_geom_contact_atom_site_label_2
_geom_contact_distance
_geom_contact_site_symmetry_2
_geom_contact_publ_flag
H(1) O(1) 1.91(2) 3_565 yes
N(1) O(1) 2.816(3) 3_565 yes
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
O(1) C(6) N(7) C(8) -178.6(3) yes
O(1) C(6) N(7) C(9) -3.3(3) yes
O(1) C(6) C(2) N(1) -22.6(3) yes
O(1) C(6) C(2) C(3) 151.4(3) yes
N(1) C(2) C(3) C(4) -0.7(3) ?
N(1) C(2) C(6) N(7) 156.0(2) yes
C(3) C(2) C(6) N(7) -30.0(4) yes
C(2) C(6) N(7) C(8) 2.8(4) yes
C(2) C(6) N(7) C(9) 178.1(2) yes
N(1) C(5) C(4) C(3) 0.6(3) ?
C(2) N(1) C(5) C(4) -1.1(3) ?
C(2) C(3) C(4) C(5) 0.1(3) ?
C(3) C(2) N(1) C(5) 1.1(3) ?
C(4) C(3) C(2) C(6) -175.1(3) yes
C(5) N(1) C(2) C(6) 176.8(2) yes
