data_2012942
_journal_name_full  'Acta Crystallographica, Section C'
_journal_year  2002
_journal_volume  58
_journal_page_first  o572
_journal_page_last  o574
_publ_section_title
;
Ethyl 4-dodecyl-3,5-dimethyl-1H-pyrrole-2-carboxylate:
intermolecular interactions in an amphiphylic pyrrole
;
loop_
_publ_author_name
  'Ramos Silva, Manuela'
  'Matos Beja, Ana'
  'Paixao, Jose Antonio'
  'Sobral, Abilio J. F. N.'
  'Lopes, Susana H.'
  "Rocha Gonsalves, A. M. d'A."
_chemical_formula_moiety  'C21 H37 N O2'
_chemical_formula_sum  'C21 H37 N O2'
_chemical_formula_iupac  'C21 H37 N O2'
_chemical_formula_weight  335.52
_symmetry_cell_setting  triclinic
_symmetry_space_group_name_H-M  'P -1'
_symmetry_space_group_name_Hall  '-P 1'
loop_
_symmetry_equiv_pos_as_xyz
  'x, y, z'
  '-x, -y, -z'
_cell_length_a  5.4778(6)
_cell_length_b  9.8774(10)
_cell_length_c  20.4090(16)
_cell_angle_alpha  98.79(7)
_cell_angle_beta  94.06(8)
_cell_angle_gamma  99.93(9)
_cell_volume  1069.6(5)
_cell_formula_units_Z  2
_cell_measurement_temperature  293(2)
_exptl_crystal_density_diffrn  1.042
_diffrn_ambient_temperature  293(2)
loop_
_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
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_type_symbol
  O1 1.0100(2) -0.14476(12) 0.08837(6) 0.0788(4) Uani d . 1 . . O
  O2 0.6962(3) -0.12250(13) 0.01766(6) 0.0896(4) Uani d . 1 . . O
  N1 0.6976(3) 0.14459(14) 0.08465(7) 0.0689(4) Uani d . 1 . . N
  H1 0.578(3) 0.1216(19) 0.0519(10) 0.083 Uiso d . 1 . . H
  C1 0.8588(3) 0.06328(17) 0.10478(8) 0.0665(4) Uani d . 1 . . C
  C2 1.0068(3) 0.13898(17) 0.16073(8) 0.0674(4) Uani d . 1 . . C
  C3 0.9304(3) 0.26928(17) 0.17390(8) 0.0677(4) Uani d . 1 . . C
  C4 0.7386(3) 0.26943(16) 0.12589(8) 0.0676(4) Uani d . 1 . . C
  C5 0.8446(3) -0.07390(17) 0.06595(8) 0.0694(4) Uani d . 1 . . C
  C6 0.9986(4) -0.28412(19) 0.05197(10) 0.0864(5) Uani d . 1 . . C
  H6A 1.0303 -0.2803 0.0061 0.104 Uiso calc R 1 . . H
  H6B 0.8350 -0.3403 0.0523 0.104 Uiso calc R 1 . . H
  C7 1.1922(5) -0.3456(2) 0.08564(14) 0.1121(8) Uani d . 1 . . C
  H7A 1.3536 -0.2909 0.0837 0.168 Uiso calc R 1 . . H
  H7B 1.1863 -0.4394 0.0636 0.168 Uiso calc R 1 . . H
  H7C 1.1617 -0.3461 0.1314 0.168 Uiso calc R 1 . . H
  C8 1.2096(3) 0.0935(2) 0.20041(10) 0.0858(5) Uani d . 1 . . C
  H8A 1.1370 0.0268 0.2265 0.129 Uiso calc R 1 . . H
  H8B 1.3073 0.1729 0.2295 0.129 Uiso calc R 1 . . H
  H8C 1.3142 0.0516 0.1707 0.129 Uiso calc R 1 . . H
  C9 0.5878(4) 0.37766(19) 0.11528(10) 0.0843(5) Uani d . 1 . . C
  H9A 0.5813 0.3891 0.0694 0.127 Uiso calc R 1 . . H
  H9B 0.6629 0.4645 0.1429 0.127 Uiso calc R 1 . . H
  H9C 0.4219 0.3490 0.1267 0.127 Uiso calc R 1 . . H
  C10 1.0316(3) 0.38638(19) 0.23060(9) 0.0769(5) Uani d . 1 . . C
  H10A 1.0354 0.4743 0.2147 0.092 Uiso calc R 1 . . H
  H10B 1.2018 0.3802 0.2445 0.092 Uiso calc R 1 . . H
  C11 0.8836(3) 0.3869(2) 0.29048(9) 0.0803(5) Uani d . 1 . . C
  H11A 0.8898 0.3020 0.3085 0.096 Uiso calc R 1 . . H
  H11B 0.7109 0.3866 0.2762 0.096 Uiso calc R 1 . . H
  C12 0.9780(3) 0.5112(2) 0.34502(9) 0.0824(5) Uani d . 1 . . C
  H12A 1.1366 0.5001 0.3657 0.099 Uiso calc R 1 . . H
  H12B 1.0076 0.5944 0.3248 0.099 Uiso calc R 1 . . H
  C13 0.8075(3) 0.5328(2) 0.39818(9) 0.0806(5) Uani d . 1 . . C
  H13A 0.7975 0.4556 0.4227 0.097 Uiso calc R 1 . . H
  H13B 0.6421 0.5298 0.3769 0.097 Uiso calc R 1 . . H
  C14 0.8810(3) 0.6665(2) 0.44707(9) 0.0839(5) Uani d . 1 . . C
  H14A 1.0367 0.6640 0.4722 0.101 Uiso calc R 1 . . H
  H14B 0.9121 0.7428 0.4222 0.101 Uiso calc R 1 . . H
  C15 0.6970(4) 0.6979(2) 0.49536(10) 0.0911(6) Uani d . 1 . . C
  H15A 0.5364 0.6898 0.4703 0.109 Uiso calc R 1 . . H
  H15B 0.6802 0.6270 0.5236 0.109 Uiso calc R 1 . . H
  C16 0.7559(4) 0.8371(2) 0.53899(10) 0.0910(6) Uani d . 1 . . C
  H16A 0.7830 0.9078 0.5108 0.109 Uiso calc R 1 . . H
  H16B 0.9115 0.8429 0.5660 0.109 Uiso calc R 1 . . H
  C17 0.5643(4) 0.8721(2) 0.58458(11) 0.0942(6) Uani d . 1 . . C
  H17A 0.4063 0.8611 0.5578 0.113 Uiso calc R 1 . . H
  H17B 0.5442 0.8046 0.6146 0.113 Uiso calc R 1 . . H
  C18 0.6178(4) 1.0149(2) 0.62554(10) 0.0870(5) Uani d . 1 . . C
  H18A 0.6370 1.0824 0.5955 0.104 Uiso calc R 1 . . H
  H18B 0.7762 1.0260 0.6521 0.104 Uiso calc R 1 . . H
  C19 0.4271(3) 1.0498(2) 0.67136(10) 0.0839(5) Uani d . 1 . . C
  H19A 0.2706 1.0432 0.6446 0.101 Uiso calc R 1 . . H
  H19B 0.4020 0.9799 0.7001 0.101 Uiso calc R 1 . . H
  C20 0.4885(4) 1.1908(2) 0.71444(11) 0.0944(6) Uani d . 1 . . C
  H20A 0.6489 1.1993 0.7397 0.113 Uiso calc R 1 . . H
  H20B 0.5051 1.2611 0.6858 0.113 Uiso calc R 1 . . H
  C21 0.3023(5) 1.2212(3) 0.76213(14) 0.1170(8) Uani d . 1 . . C
  H21A 0.1426 1.2135 0.7379 0.175 Uiso calc R 1 . . H
  H21B 0.3540 1.3140 0.7867 0.175 Uiso calc R 1 . . H
  H21C 0.2909 1.1555 0.7925 0.175 Uiso calc R 1 . . H
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 0.0927(8) 0.0680(7) 0.0761(7) 0.0233(6) 0.0007(6) 0.0072(6)
  O2 0.1149(10) 0.0777(8) 0.0718(8) 0.0297(7) -0.0142(7) -0.0042(6)
  N1 0.0832(9) 0.0651(8) 0.0559(7) 0.0153(7) 0.0019(6) 0.0033(6)
  C1 0.0786(10) 0.0630(9) 0.0585(8) 0.0149(7) 0.0082(7) 0.0095(7)
  C2 0.0702(9) 0.0701(10) 0.0598(8) 0.0069(7) 0.0095(7) 0.0103(7)
  C3 0.0722(9) 0.0659(9) 0.0602(8) 0.0027(7) 0.0120(7) 0.0044(7)
  C4 0.0795(10) 0.0599(9) 0.0619(9) 0.0110(7) 0.0135(8) 0.0050(7)
  C5 0.0852(11) 0.0655(10) 0.0585(9) 0.0163(8) 0.0079(8) 0.0104(7)
  C6 0.1074(14) 0.0682(11) 0.0862(12) 0.0265(10) 0.0139(11) 0.0081(9)
  C7 0.1125(17) 0.0904(15) 0.138(2) 0.0387(13) 0.0037(15) 0.0164(14)
  C8 0.0805(11) 0.0902(13) 0.0814(12) 0.0100(9) -0.0056(9) 0.0113(10)
  C9 0.1004(13) 0.0701(11) 0.0822(12) 0.0218(10) 0.0112(10) 0.0042(9)
  C10 0.0770(10) 0.0745(11) 0.0707(10) 0.0001(8) 0.0126(8) -0.0004(8)
  C11 0.0768(11) 0.0842(12) 0.0685(10) -0.0038(9) 0.0110(8) -0.0032(9)
  C12 0.0696(10) 0.0945(13) 0.0704(10) -0.0020(9) 0.0081(8) -0.0069(9)
  C13 0.0745(10) 0.0851(12) 0.0732(11) 0.0024(9) 0.0096(8) -0.0015(9)
  C14 0.0710(10) 0.0974(13) 0.0712(10) 0.0006(9) 0.0085(8) -0.0070(10)
  C15 0.0766(11) 0.0956(13) 0.0887(13) 0.0018(10) 0.0148(10) -0.0102(11)
  C16 0.0770(11) 0.0997(14) 0.0829(12) 0.0006(10) 0.0129(9) -0.0111(11)
  C17 0.0782(12) 0.0967(14) 0.0939(14) 0.0034(10) 0.0133(10) -0.0148(11)
  C18 0.0792(11) 0.0904(13) 0.0818(12) 0.0045(9) 0.0066(9) -0.0020(10)
  C19 0.0677(10) 0.0876(12) 0.0885(12) 0.0103(9) 0.0022(9) -0.0029(10)
  C20 0.0878(13) 0.0868(13) 0.0995(14) 0.0085(10) 0.0058(11) -0.0019(11)
  C21 0.1020(16) 0.1111(17) 0.1258(19) 0.0202(13) 0.0167(14) -0.0209(15)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
  O1 C5 . 1.334(2) ?
  O1 C6 . 1.450(2) ?
  O2 C5 . 1.212(2) ?
  N1 C4 . 1.356(2) yes
  N1 C1 . 1.374(2) yes
  N1 H1 . 0.875(19) ?
  C1 C2 . 1.385(3) yes
  C1 C5 . 1.448(2) ?
  C2 C3 . 1.414(2) yes
  C2 C8 . 1.499(3) ?
  C3 C4 . 1.385(3) yes
  C3 C10 . 1.504(3) ?
  C4 C9 . 1.491(3) ?
  C6 C7 . 1.487(3) ?
  C6 H6A . 0.9700 ?
  C6 H6B . 0.9700 ?
  C7 H7A . 0.9600 ?
  C7 H7B . 0.9600 ?
  C7 H7C . 0.9600 ?
  C8 H8A . 0.9600 ?
  C8 H8B . 0.9600 ?
  C8 H8C . 0.9600 ?
  C9 H9A . 0.9600 ?
  C9 H9B . 0.9600 ?
  C9 H9C . 0.9600 ?
  C10 C11 . 1.513(2) ?
  C10 H10A . 0.9700 ?
  C10 H10B . 0.9700 ?
  C11 C12 . 1.515(3) ?
  C11 H11A . 0.9700 ?
  C11 H11B . 0.9700 ?
  C12 C13 . 1.495(3) ?
  C12 H12A . 0.9700 ?
  C12 H12B . 0.9700 ?
  C13 C14 . 1.503(3) ?
  C13 H13A . 0.9700 ?
  C13 H13B . 0.9700 ?
  C14 C15 . 1.496(3) ?
  C14 H14A . 0.9700 ?
  C14 H14B . 0.9700 ?
  C15 C16 . 1.489(3) ?
  C15 H15A . 0.9700 ?
  C15 H15B . 0.9700 ?
  C16 C17 . 1.501(3) ?
  C16 H16A . 0.9700 ?
  C16 H16B . 0.9700 ?
  C17 C18 . 1.495(3) ?
  C17 H17A . 0.9700 ?
  C17 H17B . 0.9700 ?
  C18 C19 . 1.499(3) ?
  C18 H18A . 0.9700 ?
  C18 H18B . 0.9700 ?
  C19 C20 . 1.499(3) ?
  C19 H19A . 0.9700 ?
  C19 H19B . 0.9700 ?
  C20 C21 . 1.495(3) ?
  C20 H20A . 0.9700 ?
  C20 H20B . 0.9700 ?
  C21 H21A . 0.9600 ?
  C21 H21B . 0.9600 ?
  C21 H21C . 0.9600 ?