#------------------------------------------------------------------------------
#$Date: 2019-11-17 08:34:46 +0200 (Sun, 17 Nov 2019) $
#$Revision: 228884 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/23/10/7231018.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_7231018
loop_
_publ_author_name
'Clulow, Rebecca'
'Lightfoot, Philip'
_publ_section_title
;
 New sarcosine--metal halide complexes related to ferroelectric TSCC
;
_journal_issue                   28
_journal_name_full               CrystEngComm
_journal_page_first              4012
_journal_paper_doi               10.1039/C8CE00719E
_journal_volume                  20
_journal_year                    2018
_chemical_formula_moiety         'C9 H21 Ca N3 O6, 2(Br)'
_chemical_formula_sum            'C9 H21 Br2 Ca N3 O6'
_chemical_formula_weight         467.19
_space_group_crystal_system      orthorhombic
_space_group_IT_number           62
_space_group_name_Hall           '-P 2ac 2n'
_space_group_name_H-M_alt        'P n m a'
_symmetry_space_group_name_Hall  '-P 2ac 2n'
_symmetry_space_group_name_H-M   'P n m a'
_atom_sites_solution_hydrogens   difmap
_audit_creation_method           SHELXL-2014/7
_audit_update_record
;
2018-05-03 deposited with the CCDC.
2018-06-25 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   9.2414(6)
_cell_length_b                   17.6966(13)
_cell_length_c                   10.3565(7)
_cell_measurement_reflns_used    922
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      27.5
_cell_measurement_theta_min      2.0
_cell_volume                     1693.7(2)
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_diffrn_ambient_temperature      173(2)
_diffrn_detector_area_resol_mean 13.6612
_diffrn_measured_fraction_theta_full 0.977
_diffrn_measured_fraction_theta_max 0.982
_diffrn_measurement_device_type  'Rigaku Mercury2 (2x2 bin mode)'
_diffrn_measurement_method       'profile data from ω-scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71075
_diffrn_reflns_av_R_equivalents  0.0500
_diffrn_reflns_av_unetI/netI     0.0277
_diffrn_reflns_Laue_measured_fraction_full 0.977
_diffrn_reflns_Laue_measured_fraction_max 0.982
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       23
_diffrn_reflns_limit_k_min       -23
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            15967
_diffrn_reflns_point_group_measured_fraction_full 0.977
_diffrn_reflns_point_group_measured_fraction_max 0.982
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.499
_diffrn_reflns_theta_min         2.279
_diffrn_source                   'Sealed Tube'
_exptl_absorpt_coefficient_mu    5.115
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.585
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
'The program SADABS-2008/1 - G.M. Sheldrick was used to apply a multi-scan absorption correction.'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.832
_exptl_crystal_description       block
_exptl_crystal_F_000             936
_exptl_crystal_size_max          0.77
_exptl_crystal_size_mid          0.69
_exptl_crystal_size_min          0.22
_refine_diff_density_max         0.551
_refine_diff_density_min         -0.533
_refine_diff_density_rms         0.081
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.799
_refine_ls_hydrogen_treatment    refall
_refine_ls_matrix_type           full
_refine_ls_number_parameters     149
_refine_ls_number_reflns         1969
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.799
_refine_ls_R_factor_all          0.0333
_refine_ls_R_factor_gt           0.0274
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.1000P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0902
_refine_ls_wR_factor_ref         0.0957
_reflns_Friedel_coverage         0.000
_reflns_number_gt                1683
_reflns_number_total             1969
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            c8ce00719e2.cif
_cod_data_source_block           shelx_CCDC15
_cod_depositor_comments
'Adding full bibliography for 7231003--7231021.cif.'
_cod_database_code               7231018
_shelx_shelxl_version_number     2014/7
_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z'
'x+1/2, -y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'x, -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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
Br1 Br 0.00793(3) 0.08313(2) 0.71984(2) 0.01962(14) Uani 1 1 d . . .
Ca1 Ca 0.46459(7) 0.2500 0.22097(5) 0.01034(16) Uani 1 2 d S T P
O3 O 0.83968(16) 0.35361(8) 0.37453(14) 0.0248(3) Uani 1 1 d . . .
O2 O 0.0999(2) 0.2500 0.47308(18) 0.0208(4) Uani 1 2 d S T P
O1 O 0.3314(2) 0.2500 0.4092(2) 0.0296(5) Uani 1 2 d S T P
O4 O 0.60796(18) 0.33961(9) 0.31704(16) 0.0315(4) Uani 1 1 d . . .
N1 N 0.1640(3) 0.2500 0.7232(2) 0.0157(5) Uani 1 2 d S T P
N2 N 0.7939(2) 0.48639(9) 0.49158(16) 0.0169(4) Uani 1 1 d . . .
C4 C 0.7105(2) 0.37220(10) 0.37138(16) 0.0161(4) Uani 1 1 d . . .
C1 C 0.2326(3) 0.2500 0.4913(2) 0.0158(5) Uani 1 2 d S T P
C5 C 0.6665(2) 0.44366(10) 0.44312(19) 0.0163(4) Uani 1 1 d . . .
C2 C 0.2855(3) 0.2500 0.6303(2) 0.0153(5) Uani 1 2 d S T P
C6 C 0.7540(3) 0.55506(12) 0.5662(2) 0.0287(5) Uani 1 1 d . . .
C3 C 0.2133(4) 0.2500 0.8610(3) 0.0250(6) Uani 1 2 d S T P
H1 H 0.346(3) 0.2926(13) 0.646(2) 0.021(6) Uiso 1 1 d . . .
H2 H 0.106(3) 0.2894(14) 0.710(2) 0.023(6) Uiso 1 1 d . . .
H3 H 0.268(3) 0.2914(16) 0.877(2) 0.027(7) Uiso 1 1 d . . .
H4 H 0.136(5) 0.2500 0.926(4) 0.047(12) Uiso 1 2 d S . P
H5 H 0.611(3) 0.4309(13) 0.520(3) 0.025(6) Uiso 1 1 d . . .
H6 H 0.618(3) 0.4744(14) 0.391(2) 0.021(6) Uiso 1 1 d . . .
H7 H 0.846(3) 0.4501(14) 0.542(3) 0.026(6) Uiso 1 1 d . . .
H8 H 0.843(3) 0.4993(17) 0.429(3) 0.037(7) Uiso 1 1 d . . .
H9 H 0.710(3) 0.5875(14) 0.508(3) 0.019(6) Uiso 1 1 d . . .
H10 H 0.703(3) 0.5410(15) 0.644(3) 0.031(7) Uiso 1 1 d . . .
H11 H 0.843(5) 0.5807(18) 0.591(4) 0.066(12) 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
Ca Ca 0.2262 0.3064 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
C C 0.0033 0.0016 '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'
H H 0.0000 0.0000 '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
O4 Ca1 O4 87.49(9) . 7_565
O4 Ca1 O1 86.66(6) . .
O4 Ca1 O1 86.66(6) 7_565 .
O4 Ca1 O2 93.62(6) . 6_656
O4 Ca1 O2 93.62(6) 7_565 6_656
O1 Ca1 O2 179.62(8) . 6_656
O4 Ca1 O3 172.94(6) . 4_455
O4 Ca1 O3 85.86(6) 7_565 4_455
O1 Ca1 O3 95.29(5) . 4_455
O2 Ca1 O3 84.46(5) 6_656 4_455
O4 Ca1 O3 85.86(6) . 6_556
O4 Ca1 O3 172.94(6) 7_565 6_556
O1 Ca1 O3 95.29(5) . 6_556
O2 Ca1 O3 84.46(5) 6_656 6_556
O3 Ca1 O3 100.68(8) 4_455 6_556
C4 O3 Ca1 131.34(13) . 6_656
C1 O2 Ca1 130.64(17) . 6_556
C1 O1 Ca1 165.2(2) . .
C4 O4 Ca1 163.12(15) . .
C2 N1 C3 112.9(2) . .
C2 N1 H2 110.8(17) . .
C3 N1 H2 109.3(16) . .
C6 N2 C5 113.25(17) . .
C6 N2 H7 113.0(15) . .
C5 N2 H7 104.1(15) . .
C6 N2 H8 108(2) . .
C5 N2 H8 108(2) . .
H7 N2 H8 110(3) . .
O3 C4 O4 128.53(18) . .
O3 C4 C5 117.74(16) . .
O4 C4 C5 113.73(18) . .
O2 C1 O1 128.3(2) . .
O2 C1 C2 117.5(2) . .
O1 C1 C2 114.2(2) . .
N2 C5 C4 112.06(16) . .
N2 C5 H5 105.0(15) . .
C4 C5 H5 110.3(14) . .
N2 C5 H6 107.0(15) . .
C4 C5 H6 110.5(15) . .
H5 C5 H6 112(2) . .
N1 C2 C1 111.8(2) . .
N1 C2 H1 109.6(14) . .
C1 C2 H1 110.5(15) . .
N2 C6 H9 106.1(16) . .
N2 C6 H10 110.1(16) . .
H9 C6 H10 119(2) . .
N2 C6 H11 108(2) . .
H9 C6 H11 105(3) . .
H10 C6 H11 108(3) . .
N1 C3 H3 110.1(17) . .
N1 C3 H4 116(3) . .
H3 C3 H4 106(2) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Ca1 O4 2.2935(15) .
Ca1 O4 2.2936(15) 7_565
Ca1 O1 2.305(2) .
Ca1 O2 2.3671(19) 6_656
Ca1 O3 2.3816(14) 4_455
Ca1 O3 2.3816(14) 6_556
O3 C4 1.239(2) .
O3 Ca1 2.3816(14) 6_656
O2 C1 1.240(3) .
O2 Ca1 2.3671(19) 6_556
O1 C1 1.248(3) .
O4 C4 1.244(2) .
N1 C2 1.479(4) .
N1 C3 1.498(4) .
N1 H2 0.89(3) .
N2 C6 1.487(2) .
N2 C5 1.487(3) .
N2 H7 0.96(3) .
N2 H8 0.82(3) .
C4 C5 1.522(3) .
C1 C2 1.521(3) .
C5 H5 0.97(3) .
C5 H6 0.88(2) .
C2 H1 0.95(2) .
C6 H9 0.93(3) .
C6 H10 0.96(3) .
C6 H11 0.98(4) .
C3 H3 0.91(3) .
C3 H4 0.98(4) .
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
N1 H2 Br1 0.89(3) 2.43(3) 3.2864(12) 161(2) 7_565
N2 H7 Br1 0.96(3) 2.44(3) 3.3188(17) 152(2) 7_665
N2 H8 Br1 0.82(3) 2.55(3) 3.3287(18) 160(3) 3_656
