#------------------------------------------------------------------------------
#$Date: 2016-03-22 11:53:40 +0200 (Tue, 22 Mar 2016) $
#$Revision: 178922 $
#$URL: svn://www.crystallography.net/cod/cif/4/11/51/4115158.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_4115158
loop_
_publ_author_name
'Aibing Xia'
'Mary Jane Heeg'
'Charles H. Winter'
_publ_section_title
;
 Intramolecular and Intermolecular N-H...C5H5-Hydrogen Bonding in
 Magnesocene Adducts of Alkylamines. Implications for Chemical Vapor
 Deposition Using Cyclopentadienyl Source Compounds
;
_journal_name_full               'Journal of the American Chemical Society'
_journal_page_first              11264
_journal_page_last               11265
_journal_paper_doi               10.1021/ja026199s
_journal_volume                  124
_journal_year                    2002
_chemical_formula_sum            'C17 H27 Mg N'
_chemical_formula_weight         269.71
_chemical_name_systematic
; 
 ? 
;
_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'
_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                 93.014(19)
_cell_angle_gamma                90.00
_cell_formula_units_Z            8
_cell_length_a                   17.736(14)
_cell_length_b                   9.716(5)
_cell_length_c                   19.601(13)
_cell_measurement_reflns_used    993
_cell_measurement_temperature    295(2)
_cell_measurement_theta_max      20.5
_cell_measurement_theta_min      2.5
_cell_volume                     3373(4)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    SHELXTL-Plus
_computing_publication_material  SHELXL-93
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      295(2)
_diffrn_measured_fraction_theta_full 0.938
_diffrn_measured_fraction_theta_max 0.938
_diffrn_measurement_method       'SMART CCD'
_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  0.066
_diffrn_reflns_av_sigmaI/netI    0.1164
_diffrn_reflns_limit_h_max       23
_diffrn_reflns_limit_h_min       -23
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            12195
_diffrn_reflns_theta_full        28.48
_diffrn_reflns_theta_max         28.48
_diffrn_reflns_theta_min         2.30
_exptl_absorpt_coefficient_mu    0.094
_exptl_absorpt_correction_T_max  0.9906
_exptl_absorpt_correction_T_min  0.9633
_exptl_absorpt_correction_type   multi-scan
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.062
_exptl_crystal_description       plates
_exptl_crystal_F_000             1184
_exptl_crystal_size_max          0.40
_exptl_crystal_size_mid          0.32
_exptl_crystal_size_min          0.10
_refine_diff_density_max         0.177
_refine_diff_density_min         -0.133
_refine_diff_density_rms         0.030
_refine_ls_extinction_coef       0.0006(3)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   0.787
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     281
_refine_ls_number_reflns         4009
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.787
_refine_ls_R_factor_all          0.1864
_refine_ls_R_factor_gt           0.0440
_refine_ls_shift/su_max          0.104
_refine_ls_shift/su_mean         0.006
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0690P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1031
_refine_ls_wR_factor_ref         0.1432
_reflns_number_gt                1244
_reflns_number_total             4009
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ja026199s_s2.cif
_cod_data_source_block           moto
_cod_database_code               4115158
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'
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
Mg1 Mg 0.17777(4) 0.51801(8) 0.34455(5) 0.0686(4) Uani 1 1 d
N1 N 0.29661(12) 0.5357(3) 0.34884(12) 0.0622(6) Uani 1 1 d
C1 C 0.1589(3) 0.5992(5) 0.4586(2) 0.1017(11) Uani 1 1 d
C2 C 0.0925(3) 0.5455(6) 0.4356(3) 0.1175(14) Uani 1 1 d
C3 C 0.0638(3) 0.6250(7) 0.3799(4) 0.143(2) Uani 1 1 d
C4 C 0.1164(3) 0.7300(5) 0.3729(3) 0.1175(15) Uani 1 1 d
C5 C 0.1724(3) 0.7108(4) 0.4212(3) 0.1014(12) Uani 1 1 d
C6 C 0.1715(4) 0.2699(4) 0.2931(2) 0.1061(15) Uani 1 1 d
C7 C 0.2268(3) 0.3096(5) 0.2523(3) 0.1010(13) Uani 1 1 d
C8 C 0.2022(3) 0.4196(5) 0.21631(18) 0.0966(11) Uani 1 1 d
C9 C 0.1308(3) 0.4513(4) 0.2335(2) 0.1046(13) Uani 1 1 d
C10 C 0.1114(3) 0.3539(5) 0.2817(2) 0.1078(13) Uani 1 1 d
C11 C 0.34409(13) 0.5201(3) 0.41142(13) 0.0616(7) Uani 1 1 d
C12 C 0.32850(17) 0.3816(3) 0.44485(14) 0.0671(8) Uani 1 1 d
C13 C 0.3508(3) 0.3887(5) 0.5204(2) 0.1066(12) Uani 1 1 d
C14 C 0.3624(3) 0.2575(4) 0.4123(3) 0.1082(12) Uani 1 1 d
C15 C 0.42794(14) 0.5547(3) 0.40235(16) 0.0703(8) Uani 1 1 d
C16 C 0.4587(3) 0.5090(5) 0.3365(2) 0.1076(13) Uani 1 1 d
C17 C 0.4397(3) 0.7065(4) 0.4120(3) 0.0965(12) Uani 1 1 d
H1N1 H 0.3052(13) 0.603(2) 0.3309(12) 0.056(9) Uiso 1 1 d
H2N1 H 0.3106(16) 0.468(3) 0.3175(16) 0.125(13) Uiso 1 1 d
H1 H 0.192(2) 0.565(4) 0.496(2) 0.155(17) Uiso 1 1 d
H2 H 0.071(2) 0.468(4) 0.4557(18) 0.137(16) Uiso 1 1 d
H3 H 0.029(2) 0.591(4) 0.366(2) 0.138(18) Uiso 1 1 d
H4 H 0.1152(16) 0.786(3) 0.3368(14) 0.086(11) Uiso 1 1 d
H5 H 0.2117(18) 0.773(3) 0.4207(15) 0.109(12) Uiso 1 1 d
H6 H 0.1746(19) 0.198(4) 0.3203(18) 0.131(15) Uiso 1 1 d
H7 H 0.2755(17) 0.281(3) 0.2520(14) 0.092(12) Uiso 1 1 d
H8 H 0.2264(18) 0.473(3) 0.1848(17) 0.128(14) Uiso 1 1 d
H9 H 0.105(2) 0.519(4) 0.2166(18) 0.149(17) Uiso 1 1 d
H10 H 0.060(2) 0.357(3) 0.3016(18) 0.145(15) Uiso 1 1 d
H11 H 0.3220(13) 0.602(2) 0.4455(12) 0.090(8) Uiso 1 1 d
H12 H 0.2741(14) 0.370(2) 0.4427(11) 0.066(7) Uiso 1 1 d
H13A H 0.409(2) 0.404(4) 0.5279(19) 0.168(17) Uiso 1 1 d
H13B H 0.3384(16) 0.300(3) 0.5400(16) 0.122(12) Uiso 1 1 d
H13C H 0.324(2) 0.462(4) 0.5373(19) 0.148(19) Uiso 1 1 d
H14A H 0.414(2) 0.262(3) 0.4230(18) 0.139(17) Uiso 1 1 d
H14B H 0.349(2) 0.172(4) 0.4399(19) 0.162(15) Uiso 1 1 d
H14C H 0.3541(18) 0.251(3) 0.361(2) 0.139(15) Uiso 1 1 d
H15 H 0.4538(13) 0.517(2) 0.4411(13) 0.077(8) Uiso 1 1 d
H16A H 0.4474(14) 0.415(3) 0.3195(13) 0.084(10) Uiso 1 1 d
H16B H 0.434(2) 0.559(4) 0.2997(19) 0.147(17) Uiso 1 1 d
H16C H 0.5074(18) 0.523(3) 0.3377(16) 0.123(13) Uiso 1 1 d
H17A H 0.4863(18) 0.726(3) 0.4083(15) 0.103(11) Uiso 1 1 d
H17B H 0.409(2) 0.760(3) 0.3825(19) 0.135(15) Uiso 1 1 d
H17C H 0.427(2) 0.731(4) 0.469(2) 0.190(17) Uiso 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'
Mg Mg 0.0486 0.0363 '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
N1 Mg1 C10 124.01(16)
N1 Mg1 C9 111.05(17)
C10 Mg1 C9 34.57(13)
N1 Mg1 C5 89.09(13)
C10 Mg1 C5 146.90(17)
C9 Mg1 C5 139.44(18)
N1 Mg1 C1 97.09(14)
C10 Mg1 C1 129.15(18)
C9 Mg1 C1 151.46(19)
C5 Mg1 C1 32.24(12)
N1 Mg1 C2 128.64(17)
C10 Mg1 C2 98.61(18)
C9 Mg1 C2 120.2(2)
C5 Mg1 C2 53.51(16)
C1 Mg1 C2 32.36(13)
N1 Mg1 C3 143.58(16)
C10 Mg1 C3 92.3(2)
C9 Mg1 C3 97.0(2)
C5 Mg1 C3 54.72(16)
C1 Mg1 C3 55.38(19)
C2 Mg1 C3 34.01(17)
N1 Mg1 C4 112.54(18)
C10 Mg1 C4 119.4(2)
C9 Mg1 C4 107.64(19)
C5 Mg1 C4 32.54(13)
C1 Mg1 C4 54.54(16)
C2 Mg1 C4 55.01(18)
C3 Mg1 C4 33.66(15)
N1 Mg1 C6 96.47(17)
C10 Mg1 C6 31.12(13)
C9 Mg1 C6 52.40(13)
C5 Mg1 C6 163.09(17)
C1 Mg1 C6 130.89(16)
C2 Mg1 C6 111.82(18)
C3 Mg1 C6 119.4(2)
C4 Mg1 C6 150.2(2)
N1 Mg1 C8 81.91(13)
C10 Mg1 C8 50.90(14)
C9 Mg1 C8 29.77(12)
C5 Mg1 C8 148.90(17)
C1 Mg1 C8 178.26(18)
C2 Mg1 C8 148.29(17)
C3 Mg1 C8 126.1(2)
C4 Mg1 C8 127.15(18)
C6 Mg1 C8 48.00(12)
C11 N1 Mg1 123.75(18)
C5 C1 C2 108.0(5)
C5 C1 Mg1 73.7(2)
C2 C1 Mg1 74.0(3)
C1 C2 C3 108.7(5)
C1 C2 Mg1 73.7(2)
C3 C2 Mg1 72.7(3)
C2 C3 C4 105.2(4)
C2 C3 Mg1 73.3(2)
C4 C3 Mg1 73.2(2)
C5 C4 C3 107.5(5)
C5 C4 Mg1 73.6(2)
C3 C4 Mg1 73.1(2)
C1 C5 C4 110.5(5)
C1 C5 Mg1 74.0(2)
C4 C5 Mg1 73.8(2)
C10 C6 C7 108.7(4)
C10 C6 Mg1 61.59(19)
C7 C6 Mg1 87.0(2)
C8 C7 C6 108.2(4)
C7 C8 C9 109.3(4)
C7 C8 Mg1 81.8(2)
C9 C8 Mg1 60.10(19)
C8 C9 C10 106.3(4)
C8 C9 Mg1 90.1(2)
C10 C9 Mg1 69.6(2)
C6 C10 C9 107.5(4)
C6 C10 Mg1 87.3(2)
C9 C10 Mg1 75.8(2)
N1 C11 C12 110.1(2)
N1 C11 C15 113.4(2)
C12 C11 C15 116.0(2)
C14 C12 C13 111.2(3)
C14 C12 C11 116.0(3)
C13 C12 C11 109.6(3)
C16 C15 C17 110.2(3)
C16 C15 C11 115.6(3)
C17 C15 C11 109.1(3)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
Mg1 N1 2.112(3)
Mg1 C10 2.301(3)
Mg1 C9 2.380(4)
Mg1 C5 2.407(4)
Mg1 C1 2.410(4)
Mg1 C2 2.414(4)
Mg1 C3 2.407(4)
Mg1 C4 2.409(4)
Mg1 C6 2.613(4)
Mg1 C8 2.745(4)
N1 C11 1.459(3)
C1 C5 1.337(5)
C1 C2 1.344(5)
C2 C3 1.410(7)
C3 C4 1.394(6)
C4 C5 1.349(5)
C6 C10 1.352(5)
C6 C7 1.354(5)
C7 C8 1.341(5)
C8 C9 1.363(5)
C9 C10 1.393(5)
C11 C12 1.528(3)
C11 C15 1.544(3)
C12 C14 1.505(5)
C12 C13 1.514(4)
C15 C16 1.495(5)
C15 C17 1.500(4)
